0:00:05 The content here is for informational purposes only, should not be taken as legal business 0:00:10 tax or investment advice or be used to evaluate any investment or security and is not directed 0:00:15 at any investors or potential investors in any A16Z fund. For more details, please see 0:00:22 a16z.com/disclosures. Hi, welcome to the A16Z podcast. This is 0:00:27 Frank Chen. Today’s episode is called “The Future of Decision-Making, Three Startup Ideas.” 0:00:33 It’s a conversation I had with Chad Nouse, originally as a YouTube video. You can watch 0:00:39 all of our YouTube videos at youtube.com/a16zvideos. Now on to the episode. 0:00:45 Hi, welcome to the A16Z YouTube channel. I am Frank Chen, and today I am here with 0:00:51 Chad Nouse. Chad is part of the enterprise investing team, and he’s noticed something, 0:00:55 and so let’s just get right into it. So you’ve noticed something around the way that big 0:01:00 companies are trying to do digital transformation. So why don’t we start there. What are the 0:01:04 big companies doing? What is digital transformation? 0:01:10 Yeah, digital transformation is something that gets thrown around quite a bit. I think 0:01:16 there’s a big shift now. We’re starting to see a lot of industries actually starting 0:01:20 to go through digital transformation, and I would bucket the things that people do in 0:01:27 digital transformation into two areas. The first one is around moving from these manual 0:01:34 paper processes to more digital ones that are easy to change, faster to modify, more 0:01:38 agile. The second thing that people tend to do when they’re doing digital transformation 0:01:46 is move from these manual processes to more automated processes, and so automation. And 0:01:53 I think that this shift is now starting to happen in earnest, and we’re going to start 0:01:59 seeing three things pop out. The first one is people’s roles and functions to a certain 0:02:06 degree are going to start shifting around. The second one is we’re going to start seeing 0:02:12 new demand for new technology and new tools as these new functions and roles actually emerge 0:02:18 and start to change. And third, that’s going to also lead eventually to a change in market 0:02:24 dynamics and how companies run, who will become successful, who wins in certain spaces. 0:02:30 Interesting. So anywhere there is a fax machine or a clipboard or sort of a big bundle of 0:02:34 papers, there’s opportunity. We’re going to go from analog to digital, and then we’re 0:02:38 going to automate whatever business process was behind that piece of paper that you had 0:02:43 fill out in triplicate. So why don’t we talk about a couple of examples of these? What 0:02:45 are good examples? 0:02:52 So I’ll talk a little bit about product management. So earlier on, people, the way they used to 0:03:00 decide what products to build, how to prioritize features or bugs to fix, is they’d go and 0:03:06 they’d run these surveys that are manually, and they send them out to people, or the product 0:03:10 managers go and talk to people. They spend a ton of time doing these, collecting all 0:03:14 the data and figuring out, okay, these are, this is the segment of people I care about 0:03:17 the most. Here’s the issues that they care about. Let me figure out what the problem 0:03:19 is and so on. 0:03:22 As an old product manager, I went on those calls. 0:03:26 You flew to a customer and you dutifully listened to what they wanted, and you’d sort of come 0:03:28 back and try to sort them all. 0:03:33 And that, I mean, it’s a huge time sink. A lot of the product manager’s time used to 0:03:39 be that. What’s happening now is we have a new generation of tools that actually allow 0:03:44 the automation of data collection from the product. What’s actually happening? What 0:03:51 features are people using? Where are they getting stuck? And so where the product manager 0:03:57 now, instead of having to go and do all these surveys, would look at a dashboard that describes 0:04:02 what people are doing in their product. And then they would be able to analyze it and figure 0:04:08 out from that what features, what areas of the product are they getting stuck in, and 0:04:12 be able to communicate with engineers. Here’s the things that we need to do. 0:04:17 And then once they fix some of these, they can actually roll them out gradually and do 0:04:22 A/B tests to figure out did this actually fix the problem or did it not fix the problem. 0:04:25 And decide that if something actually did fix the problem, then continue to roll out 0:04:27 to the rest of the population. 0:04:30 So that’s on the product management side. 0:04:37 You see another example actually happening on the marketing side. I’m sure you’ve heard 0:04:45 of growth hacking. So for a long time, marketers used to be this madman kind of thing where 0:04:49 you spend a lot of time figuring out the creative aspect of what you do, you spend a lot of 0:04:54 time on a lot of money on advertising campaigns and you kind of spray and pray for the most 0:05:03 part. What has happened over the past few years is the rise of this marketing engineering 0:05:11 role to a certain degree. This is one where a marketer who understands numbers, who understands 0:05:18 engineering systems, who understands pipelines would work with these data systems and actually 0:05:25 try to figure out ways that are low cost that would actually increase growth in a certain 0:05:32 segment of the population. And that requires a lot of data instrumentation, a lot of understanding 0:05:38 people and a lot of creativity in figuring out how to spur growth or how to get traction 0:05:40 in a certain area. 0:05:47 So Don Draper’s tools were typewriters and stories, right? And so the tool set around 0:05:52 this is going to change dramatically if we make this transition from sort of the old 0:05:56 world analog un-automated to the new world. And by the way, I think you have a name for 0:05:57 the new world. 0:06:04 Yeah. So let me first say like what’s actually going to happen. So as people’s jobs become 0:06:10 more and more automated, a lot of the things that they get, a lot of the things that they 0:06:16 used to do that are work will go away. And what’s actually left in their jobs is mainly 0:06:22 decision making, figuring out like what am I going to do? What am I going to focus on? 0:06:27 How should I do it? And communication or other things that are actually related to their 0:06:35 job like creative work, human aspects that can be automated, buy in, alignment, et cetera. 0:06:40 But the road work goes away. And so that means that there’s a ton of decisions, a lot more 0:06:46 decisions that they’re doing more frequently on a daily basis that they have to go through. 0:06:51 So what that means is that to a certain extent, everybody is going to end up becoming more 0:06:56 of an analyst in that sense in the enterprise. When I say everybody, I kind of mean like 0:07:05 the middle of the enterprise. And what that really means is they’re going to have these 0:07:10 questions that they’re going to need to ask on a daily basis, but with no tools to actually 0:07:16 help them do these. So you might say, well, you know, people used to do this for a very 0:07:19 long time. They used to use BI tools to actually answer questions. 0:07:24 Yeah, business intelligence, right? So you build the data warehouse, you build the tables 0:07:27 on top of it, right? Then you build your reports. So. 0:07:33 Exactly. And so I think that BI tools are not going to be enough in this world. And I’ve 0:07:36 come up with a term for like the type of tools that we need that I’m calling operational 0:07:42 intelligence, because it’s actually targeting the operational people. It’s the type, it’s 0:07:47 questions that people need to answer on a daily basis and they have to answer them immediately. 0:07:54 Questions like, where is the bottleneck in my funnel right now? And how do I eliminate 0:08:03 it? Or I have my competitor is having a flash sale. How do I figure out how much of my revenue 0:08:09 is impacted? Which customer segment should I target? And what should I, what should I 0:08:13 put on sale? And those are things that you’re going to have to answer in the moment. You 0:08:19 can’t have, so for BI, you would need this army of analysts, where you would just ask 0:08:23 a question and then they would go off into your enterprise and rummage through all the 0:08:29 data sources, try to understand kind of like what the question that you’re asking is kind 0:08:33 of try to understand what the business context is and then show you, build you a dashboard 0:08:37 and hope that that’s the one that you want. Yeah. Well, there’s the old joke about BI, 0:08:42 right? Which is it’s $10 million to your first report. And then you realize, oh, I didn’t 0:08:47 want this question answered anyway. Wrong question. Exactly. And so the solution there 0:08:52 is kind of what I’m calling operational intelligence. And there’s three pieces to it. The first 0:09:01 one is that it has to be, it has to be immediate. It can’t be eventual like BI. You can’t just 0:09:06 say, oh, I need to answer this question and then get an answer like three months later. 0:09:10 It has to be answered in the moment. And that involves a few things. Like first, that you 0:09:15 have to actually be able to do it yourself. Like you have to actually get the data in 0:09:21 real time as opposed to it being late. The second piece is that it has to be kind of 0:09:28 continuous. It has to be real time. You can’t have your data being sent into these systems 0:09:35 on a batch basis every day or every week or whatever. The data that you actually see to 0:09:41 make your decisions has to be what’s happening at this point. Right now. So the classic example 0:09:44 of this would be sort of social listening on Twitter, right? Which is that’s got to 0:09:49 be an ongoing process because things can blow up with your brand either in a good way or 0:09:53 a bad way at any time. So you can’t say, hey, I’m done analyzing Twitter for the quarter. 0:09:57 I’m done. Exactly. Exactly. Another example, I mean, I said 0:10:03 this earlier about the A/B testing. I mean, if you’re looking at, if you’re trying to 0:10:09 do A/B tests, you can’t just let it go and come back next week and see whether the thing 0:10:14 worked or not. You actually have to be continuously monitoring what’s actually happening in the 0:10:21 A/B test space and figure out did the B test work or did the A test work better? And am 0:10:25 I going to flip the switch now? Because if, I mean, you’re doing an A/B test on a segment 0:10:29 of the population, you don’t want them to completely fail in the end. 0:10:33 In fact, we’re seeing with some of the more sophisticated machine learning systems that 0:10:38 you actually have multiple models, machine learning models that are live at any given 0:10:43 time. And you’re actually doing nightly bake-offs against these models, right? Which is model 0:10:47 A will get 40% of the traffic, and then model B will get 20% of the traffic. And then we’ll 0:10:52 just sort of let them run and the best models get promoted to receive more of the traffic 0:10:57 over time. So that’s an example of what you’re talking about is this sort of continuous process. 0:11:04 It’s really interesting that like what we’ve seen is this kind of monitoring, this kind 0:11:08 of continuous monitoring, like what I’m calling operational intelligence, has actually been 0:11:12 kind of standard on the engineering side for a very long time. People have been monitoring 0:11:21 systems and engineering for a very long time. And they would kind of run A/B tests continuously 0:11:25 to try to improve performance. And now we’re actually seeing these kinds of engineering 0:11:29 disciplines kind of migrate into other functions of the org, right? Like marketing seems to 0:11:33 have been the first one to go after that and then product management. And we’re actually 0:11:39 seeing now people trying to do this for salespeople, trying to like look, okay, here are the things 0:11:45 that salespeople have done. And in order to close a deal, let’s actually learn from that 0:11:48 as a pattern and like figure out how to get everybody, every salesperson on the team to 0:11:51 get to the level of the top performer. 0:11:55 Yeah. Cresta.ai is a great example of this, right? So you’re chatting and you’re getting 0:11:59 real time advice about, hey, maybe this is the time to mention we have a product in this 0:12:01 space. Yeah, that’s a real time recommendation. 0:12:02 Exactly. 0:12:08 Yeah. So in the old days, engineering typically was first because like websites were coming 0:12:12 online and you needed to watch those things, right? Because everybody knows the statistics 0:12:16 that if like, you know, your webpage loads this much slower, you’re going to lose that 0:12:20 much more people through the conversion funnel. And so like you had to watch all these things 0:12:25 in real time. And now that’s getting outside of IT, right? 0:12:31 Yeah. It’s interesting also that, so I used to work at AppDynamics. I was there for a 0:12:38 few years and AppDynamics sells APM tools, application performance monitoring tools. 0:12:43 It’s probably one of the easiest things to sell because you go up to your customer and 0:12:48 you’re like, well, how much does it cost for your engineering systems to be down for, you 0:12:58 know, five minutes, 10 minutes, an hour? And then you say, hey, we prevent that from happening. 0:13:02 That same kind of sale hasn’t yet happened in these other works. It’s a little harder 0:13:06 to prove the ROI. But I think it’ll get there. 0:13:11 Right. So now this is about sales performance, marketing performance of those people. 0:13:12 Exactly. 0:13:17 And we’re going to sort of treat them as if they were websites, right? What’s the downtime? 0:13:22 What’s the dollars lost if you have a salesperson being non-optimal at this point in time? 0:13:23 Exactly. 0:13:30 Yeah. And so to recap sort of the tool change from business intelligence to operational intelligence, 0:13:36 sort of, I need it now. I don’t need it in three months. Three months is too late. That’s 0:13:41 one. Two is I need it ongoing. I don’t need a one time, hey, I’m done. 0:13:42 Right. 0:13:46 I need to, and then I think there was another aspect of the tools that you expect to change 0:13:47 and what is that? 0:13:49 It has to be self-service, not full service. 0:13:50 Oh, I see. 0:13:56 You can’t have somebody else going and doing all the work for you. Those tools have to 0:14:01 actually give you insights that are catered to you and you have to actually be able to 0:14:03 ask the questions yourself out of these tools. 0:14:04 Right. 0:14:06 They have to enable you to do all these things by yourself. 0:14:12 Yeah. So basically the tools need to be easy enough to use such that the average business 0:14:17 analyst can basically just poke at the data and then any answer comes out as opposed to 0:14:22 you think of a question some team later, six weeks later, turns that into a very complicated 0:14:24 SQL query and then the report comes back. 0:14:30 Yeah. I wouldn’t even say it’s an analyst that actually is doing this. These are tools 0:14:36 for the actual operational people as opposed to the, as opposed to, I call them meta-operational 0:14:40 because they’re like analysts. They’re about the business. They’re not the business. 0:14:41 I see. 0:14:45 So what a good example of somebody who now needs to consume these tools directly, which 0:14:47 is different, Brent, a marketer. 0:14:54 The growth hacker, the product manager, the customer support manager, the sales person, 0:15:00 these are all the actual functional operational people that need to consume this data. 0:15:04 Got it. So that would be a big change, right? Because in the past it was sort of a very 0:15:09 sophisticated technical consumer, right, who would be the interface between the business 0:15:12 person and the system and now you’re saying the business person needs direct access to 0:15:13 the system. 0:15:14 Exactly. 0:15:20 So it can be easy, right? So if we think about the entire stack of how it came to be that 0:15:26 you’ve got a BI answer, right, there was ETL, there was storage, there were data cubes, 0:15:35 there were analytics, right? So do you think each layer of the stack is going to need to 0:15:40 change or do you think these are just features that the incumbents can add? 0:15:41 Yeah. Good question. 0:15:49 So I think that the breakdown of the stages of data pipeline is a functional breakdown, 0:15:54 not really so much legacy. Like you’ve got ETL at the top, you’ve got, well, maybe at 0:15:59 the bottom depending on how you like to draw your pancake from the left to the right. 0:16:05 You’ve got ETL at the, right after your data sources, you’ve got storage where all the 0:16:10 data that you’ve processed goes in, like these are your data warehouses, your databases, 0:16:15 data lakes, et cetera. You’ve got processing that happens to extract the data from the 0:16:21 storage layer and turn it into insights or whatever. You’ve got analytics that’s actually 0:16:32 used to turn a question into actual execution. You’ve got the access layer which controls 0:16:37 and governs who is allowed to access what. And then you’ve got processing at the end, 0:16:40 I’m sorry, a presentation at the end that actually. 0:16:41 That’s where your answer comes out. 0:16:43 This is the dashboard. 0:16:49 I think every layer, functionally each layer is going to remain the same, like at the core 0:16:54 it’s going to be doing the same things. But each layer is going to have new non-functional 0:17:00 requirements. Each layer is going to have to be usable by a non-technical person who 0:17:08 is trying to ask their own questions. And we see that happen in large companies. These 0:17:14 large companies have already built these stacks. So Airbnb, for example, built SuperSet and 0:17:22 they luckily open sourced it to the world. And now it’s used by hundreds of companies. 0:17:28 It’s a presentation layer product that’s focused toward more technical engineers or data scientists 0:17:34 to be able to get ad hoc access to their data and answer questions immediately. 0:17:42 One of our investments imply is doing this for the analytics and the processing layer. 0:17:49 So they’re able to store streaming data directly into their database and allow you to do OLAP 0:17:54 types of queries and analytics on top. And they provide a presentation layer that allows 0:18:00 you to slice some dice on problems. Databricks is another one. They’re focused on the processing 0:18:09 layer. So we’re seeing a bunch of things happening in each of these layers. And I think probably 0:18:15 the layer that hasn’t yet seen the most changes is the ETL layer. 0:18:20 And what do you think that is? Is that the hardest layer? Is it just, well, that’s going 0:18:24 to be the hardest to turn a business user into a direct customer of? Because traditionally 0:18:26 that’s been very wonky. 0:18:34 Yeah. I think two reasons why ETL has been so hard. The first one is it actually requires 0:18:43 domain specificity. ETL for healthcare is not going to look the same as ETL for financials. 0:18:44 Ridesharing. 0:18:49 For ridesharing, for whatever. The ontologies, the things that they care about are different. 0:18:56 And so any company that does these has to really get deep into that domain. The second 0:19:04 one is it’s a lot of integration and a lot of kind of heavy manual work. And engineers 0:19:08 don’t really like to build these kinds of things. So they’re going for the lower hanging 0:19:09 fruit at this point. 0:19:14 Got it. But it seems like overall you’re arguing there are a lot of startup opportunities 0:19:19 here that the incumbents are going to have a hard time retrofitting their products, right? 0:19:24 So it’s pretty hard to change a product that was designed originally for a technical user 0:19:29 to turn that into a non-technical. Is that sort of a fair summary of where you’re going? 0:19:34 Yeah. So if you think about the opportunities in operational intelligence, I’d probably 0:19:41 break them into maybe three categories. The first one, actually the first two are maybe 0:19:46 like related to each other. It’s basically you want to become an operational intelligence 0:19:55 vendor. So you sell software and tools that enable existing incumbents to become operationally 0:20:02 more capable. You enable them to do operational intelligence. And within that category there’s 0:20:07 a breakdown. So you can either target a specific role. So I’m going to enable the salesperson 0:20:11 to become successful or I’m going to enable the product manager or I’m going to enable 0:20:20 the customer success manager. And so we see products in each of these categories today. 0:20:26 There hasn’t yet been complete breakout success in any of these, but it’s super crowded and 0:20:35 I think it’s probably the hardest one to win in at this point. The second category is within 0:20:49 that vendor superset is segment focused vendors. So companies that sell operational intelligence 0:20:59 tools to existing incumbents, for example, companies that sell sensors and analytics 0:21:07 for oil and gas companies. So these are people who will collect data from your wells, optimize 0:21:13 it and then collect that data from your wells, put it into dashboards, tell you how your 0:21:18 wells are doing and tell you how to optimize it in order to improve efficiency. So like 0:21:23 a vertical solution for oil and gas. For oil and gas. So those are those are still vendors 0:21:28 selling software, maybe some hardware into an existing industry. And then finally you 0:21:38 have the vertically integrated, you know, operationally intelligent company that competes 0:21:43 against the existing incumbents. And so we’ve got plenty of examples of that at this point. 0:21:48 So we’ve got Airbnb that’s in the hospitality business. We’ve got some Sara in the logistics 0:21:59 industry. We have Lyft and Uber in transportation. And I think that’s where the biggest value 0:22:06 is, but also one of the hardest to go into. Yeah, the classic full stack startup, right? 0:22:10 Which is I’m going to build these operational intelligence tools, but nobody else gets to 0:22:14 use them. I’m using it to serve my own business. And I’m going to win the market by winning 0:22:20 the customers directly. Yeah. And I think that the industries that are going to win 0:22:25 the most out of operational intelligence are going to be these kind of like traditionally 0:22:35 non-IT buyers. So oil and gas, groceries, construction, these are businesses that are 0:22:43 really, you know, trillion dollar industries, or trillions. But they have very low margins. 0:22:47 Like they’ve existed for such a long time that they’ve they’ve operationally become 0:22:58 really efficient. And at the same time, commoditized. So I’ll give you an example. The largest 0:23:05 construction group in the world is called the ACS group. The revenues are about like 0:23:12 34 billion per year, but their margins are about six and a half percent. And so a small 0:23:18 change in the gross margins for these businesses, a small change in how operationally efficient 0:23:26 they are translates into huge increases in their profit margins. Another example is Costco. 0:23:32 So in 2017, their revenues were about 12 and a half billion. And they were operating on 0:23:40 about 11% gross margin. Again, another another place where a change in operational efficiency 0:23:46 can lead to huge changes in revenues. The final example is a little different. This 0:23:50 one is less about gross margins, but more about capital deployed. And so the example 0:23:58 here is ExxonMobil, the mobile. If you were to guess what their like the value of the 0:24:01 capital that they have deployed around the world, what would you what would you guess? 0:24:07 Oh, ExxonMobil. Yeah. Hundreds of billions. Is it the order magnitude? 0:24:16 So ExxonMobil is about 230 billion capital. And they’re the way they measure their performance 0:24:26 is on return on capital invested ROIC. It’s it’s it’s a it’s very different. It’s different 0:24:30 than how you know the grocery example I gave earlier, which was based mainly on the gross 0:24:37 margins. And their return is about nine and a half percent or so. So again, a small change 0:24:43 in the operational efficiency of the of the capital that they have deployed can translate 0:24:49 into huge additional gains. I mean, they’re deploying about like 23 billion dollars additional 0:24:55 capital this year. That’s a lot of spending. Yes. And that’s that’s that’s the I mean, 0:25:00 it’s really interesting, like helping these companies on the that that are capital heavy. 0:25:06 So it sounds like you’re excited about a whole sort of gamut of startups. One would be, hey, 0:25:12 look, I’m going to sell a particular technology to enable you to be more operationally intelligent. 0:25:17 Right. You’re also interested in the full stack startups, which is I can sell an entire 0:25:23 solution to a customer directly and nobody else gets my oh, I goodness, so to speak. 0:25:28 What are some examples of sort of startups that you are? What are some examples of things 0:25:36 that you’re personally excited about? I can give you some some examples on the on the 0:25:40 infrastructure side. So I’m excited about the SuperSep project. I’m excited about what 0:25:51 implies doing. I think I think there’s a lot of I think a lot of what’s actually happening 0:25:59 is people are now starting to see analytics and observability as as urgent, as necessary 0:26:05 to running their business. And so I think that there’s a really great opportunity in 0:26:15 that space. I’m also really interested in companies or vendors, software vendors, into 0:26:19 incumbents, into large existing industries, like into construction, companies that sell 0:26:26 into construction or companies that sell into groceries. We’ve seen a few startups in that 0:26:34 domain. The hardest, some of the hardest problems here is that these are startups that are going 0:26:41 to have very different economic profiles than the traditional, you know, Silicon Valley 0:26:43 startup that that we know. 0:26:54 So first off, these are you’re selling into markets that are stagnant, that are very low 0:26:58 margin. They don’t have a lot of margin to go around, right? They can’t afford to pay 0:27:04 a lot. Exactly. And they’re not used to buying new technology. They kind of understand one, 0:27:09 two, and three, and like they don’t really know about four, or they don’t know how to 0:27:15 digest it. And so a lot of the effort there is going to be around educating and the sales 0:27:22 cycles are going to be very long. The pie at the end of that, like the other, the flip 0:27:26 side of this is that these are huge businesses, right? 0:27:30 Yeah. Construction, oil gas, retail chains, right? 0:27:36 Once you’re in, you’re in. And so when you’re actually starting a company in this area, 0:27:42 there’s a few things that you want to keep in mind. One, you need to educate your investors. 0:27:45 Like these are usually investors are not going to understand these businesses really well. 0:27:51 And they might not know the difficulty of actually selling into them, like what it takes. 0:27:59 And so you need to prep your investors for this like long haul thing for the long term. 0:28:05 And they need to understand that this is at the end of this, there’s a really bright light. 0:28:11 The second piece is you need to get domain expertise. Like you need to become the expert 0:28:19 in that business. And you need to become a kind of trusted advisor to these companies. 0:28:24 And so when they say things like, oh, you know, we want to go through digital transformation, 0:28:27 you need to help them understand like, here’s what that means. We’re going to be here for 0:28:33 you. We’re going to guide you through it and actually help them with both a significant 0:28:37 amount of services as well as software on the back end. 0:28:42 So don’t shy away from the services. Don’t shy away from the services, especially in these industries. 0:28:49 Well, Jan, thank you so much for coming and sharing this idea. The good thing about this is that 0:28:55 the world really is changing fast. If you are a retailer, Amazon has scared the bejesus out of 0:29:02 you, right? And so what used to be a very long tedious sales cycle has gotten a little quicker 0:29:06 because Amazon’s in the rearview mirror. And so everybody sort of knows that they need to go 0:29:10 faster. They need to make decisions sort of lower in the organization. They need to make them in 0:29:16 real time. And so it’s exciting to see startups helping that transition to real time decision 0:29:22 making pushed lower in the organization. So thanks for joining the YouTube channel. 0:29:27 If you liked what you saw, go ahead and subscribe. Feel free to leave comments. Maybe the question 0:29:32 that I’ll use to prime the comments is, what are your favorite examples of decisions that now need 0:29:39 to be made in more real time? And look forward to joining the conversation there. See you next episode.
As companies digitize, they change the way they make decisions: decisions are made lower in the organization, based on data, and increasingly automated. This creates opportunities for startups creating new ways to collect and analyze data to support this new style of decision making. In this episode (which originally aired as a YouTube video), Jad Naous (@jadtnaous) and Frank Chen (@withfries2) discuss this change and the startup opportunities these changes create.
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0:00:02 Hi, and welcome to the A16Z podcast. 0:00:06 I’m Hannah, and this episode is all about building a software company in healthcare. 0:00:11 In this conversation, Jorge Conde, A16Z general partner in bio and healthcare, previous founder 0:00:16 of the genomics company Nome, and Julie Yu, partner on the deal team for the Bio Fund, 0:00:21 and previous founder of the patient provider matching system Kyrus, explained what it is 0:00:25 that makes building a company in the healthcare space so fundamentally different from in other 0:00:26 sectors. 0:00:28 And why exactly it’s so damn hard. 0:00:32 So let’s start with basically just the very fundamental difference between building a 0:00:36 software company full stop and building a software company in the healthcare space. 0:00:39 What are the most foundational, crucial differences? 0:00:45 Well, historically at least, software had two very important sort of qualities in healthcare. 0:00:48 The first one, the actual quality of software deployed in healthcare system historically 0:00:49 has not been great. 0:00:51 User interface wise and experience wise. 0:00:52 Bad track record. 0:00:53 Bad track record there. 0:00:56 And the second one is that it was usually not highly valued. 0:01:01 So at least a lot of times it was considered either free or cheap. 0:01:02 And why was that? 0:01:05 That in it from the very beginning, there was not a lot of value attached to this. 0:01:09 On the healthcare system, a lot of things still have a very human component to them, 0:01:14 automating things and sort of creating frictionless experiences or delightful experiences. 0:01:17 The things that software is really good at doing, it’s just really hard to do in the 0:01:18 healthcare system. 0:01:21 The second one is, I’m going to generalize for a second, but I think a lot of times in 0:01:26 the healthcare system, software has sold us a component of a broader service or of a 0:01:27 broader offering. 0:01:31 And so therefore it’s the piece that tends to get sort of devalued first because it obviously 0:01:32 has the lowest marginal cost. 0:01:36 It’s going to create this weird dynamic for software companies that are trying to build 0:01:37 in healthcare. 0:01:41 There’s a higher degree of sensitivity in this particular market for things that get 0:01:44 in the way of the patient provider experience. 0:01:47 One of the challenges/opportunities within healthcare is that it tends to be much more 0:01:50 risk averse when it comes to adoption of new technologies. 0:01:55 One meaningful difference in introducing a software product to this market versus other 0:02:02 markets is the level of scrutiny and the bar that you need to hit from a not even usability 0:02:07 perspective but just utility and actually having validation of if you are going to introduce 0:02:13 something new into the care delivery flow, it better work because the stakes are so high. 0:02:16 If you get it wrong, you could either send a patient in the wrong direction or they might 0:02:20 not get the care that they need or it could actually harm the individuals involved. 0:02:23 So not just higher barrier to entry but higher stakes, correct? 0:02:24 Immediately. 0:02:26 They’re a reticent buyer, generally speaking. 0:02:30 They’re running on very thin margins if we’re selling into the healthcare system, into provider 0:02:37 space and it needs to work because if it doesn’t, obviously there can be patient harm so the 0:02:42 probability that a newcomer, an upstart can come in and make that case in a convincing 0:02:44 way is a very, very difficult challenge. 0:02:48 So does that mean you have to have certain prerequisites that you may not need to have 0:02:49 in other spaces? 0:02:52 If you know you have these challenges and you know that you’re entering this space with 0:02:55 a lot more barrier to entry and a lot higher stakes, are there certain things you need 0:03:01 in place, a certain kind of proof of concept that you might not have to have otherwise? 0:03:04 Well, first of all, I think you’re touching on a very important thing which is in the space 0:03:07 and I’m going to specifically focus on sort of the healthcare system. 0:03:11 So let’s call it provider systems, payers and the like. 0:03:17 You have to really understand what the workflows are, what the problem space is and how to 0:03:19 actually address any of those things. 0:03:24 And so one of the biggest challenges I think that companies have when they want to build 0:03:28 software products here is to really understand what problem they’re going to solve because 0:03:33 I think you have this weird sort of intersection between it’s very non-intuitive, it’s still 0:03:39 very human driven and centric, there are regulatory barriers, you don’t want to get in between 0:03:42 say a provider and a patient, you know, most people aren’t born with the ability to say 0:03:48 like I know I can insert a piece of software into this part of the workflow and I will 0:03:50 solve an acute pain point for the system. 0:03:51 That’s not obvious. 0:03:53 And some of that is actually lack of standardization. 0:03:57 You would think that medicine is an industry that has a tremendous amount of standardization 0:04:01 and protocols around how people make decisions and do things. 0:04:04 But it actually turns out that healthcare is an industry that actually is characterized 0:04:06 by a tremendous amount of variation. 0:04:07 And variation in what kinds of ways? 0:04:11 It could be variation in terms of actually literally the decision that if you have ten 0:04:16 doctors who are all presented with the same patient, you might see ten different decisions 0:04:18 about how to treat that patient. 0:04:22 Some physicians might be more aggressive about using invasive surgical techniques versus 0:04:27 others who are more holistic, even just how I was brought up religiously or culturally 0:04:29 might impact the way I think about that problem. 0:04:33 From a product perspective, you could have multiple drugs that all treat the same condition, 0:04:35 that all have different implications and whatnot. 0:04:39 So even there, even though you have a patient population that is characterized by the same 0:04:43 diagnosis, you could have dozens of different ways that those patients play out. 0:04:47 And so it makes it very hard for a technology company to come in and sort of generalize 0:04:53 and say, you know, there is one single method for, you know, manufacturing this thing or 0:04:57 for making this decision and managing this patient population, ultimately that reflects 0:05:01 as differences in the financial profile of different patients. 0:05:04 Healthcare, it’s like politics, it’s very local. 0:05:09 Thinking that you’re going to have an out-of-the-box, one and done solution, even in systems that 0:05:14 look similar from either a size standpoint or reach standpoint or even a geographic standpoint, 0:05:16 these are all kind of end-of-ones. 0:05:18 So what does that mean? 0:05:24 So we have kind of knowledge of workflow, the knowledge of variety and spectrum and that 0:05:27 you are ultimately working in weirdly an N=1 scenario. 0:05:31 I want to bring it back to like actual practicalities of this sort of company building. 0:05:38 In your experiences, you both founded companies, what do you wish you had known or done differently 0:05:42 from the very beginning, given the complexity of that space and the unique challenges that 0:05:44 building a company in healthcare presents? 0:05:48 With Kairis, one of the products that we had was a product that was used by call center 0:05:50 agents in hospitals. 0:05:53 And our thesis when we first launched the product was, oh, well, we’re just going to 0:05:58 go after every hospital that has a call center and they probably all operate similarly. 0:06:02 And what constitutes the job of a call center agent is probably relatively homogenous. 0:06:06 And so we can make all sorts of assumptions about how it’s built, how it’s deployed and 0:06:07 how it’s managed over time. 0:06:11 The thing that strikes me already is that feels like a reasonable assessment of the 0:06:12 lay of the land. 0:06:13 Yeah. 0:06:15 And especially, I think it’s very easy to get fooled in healthcare by looking at other 0:06:20 industries and seeing how it works in the rest of the world because certainly… 0:06:21 And then you pull up the… 0:06:22 Yeah. 0:06:24 And then you pull up the wool and it’s like, oh, it’s completely the opposite. 0:06:25 Call centers. 0:06:28 I mean, that’s definitely an industry that if you look at retail or even all the airline 0:06:33 companies and how they operate their customer service operations tend to be pretty standardized 0:06:36 and pretty sophisticated in a lot of cases. 0:06:39 When did you start to realize this wasn’t maybe your average call center? 0:06:45 Like on day one, first of all, there’s heterogeneity in the actual scope of services of pretty 0:06:47 much every call center that we encountered. 0:06:51 Some call centers might be fully centralized and they’re like a central 800 number that 0:06:56 receives every call that comes into the hospital versus others that are decentralized that 0:07:01 only serve the primary care line versus the cardiology line versus the dermatology line. 0:07:05 And because of that, they will have just fundamentally different starting points of where they have 0:07:07 to be in the workflow for the thing to work. 0:07:12 The other aspect is the scope of functions that the call center plays. 0:07:15 It could be everything from just a general marketing service where a customer might call 0:07:18 in and say, do you provide these kinds of services? 0:07:20 Can you give me directions to the clinic? 0:07:23 All the way to I need a prescription refill. 0:07:24 I’ve been diagnosed with this thing. 0:07:27 I need to figure out what kind of surgery I need. 0:07:29 So again, much bigger range of possibilities. 0:07:30 Correct. 0:07:31 Yeah. 0:07:36 Like I’m a call center agent and how do you define in my job so that when I give you another 0:07:41 piece of software to use to do that job, it’s going to be seamless. 0:07:44 And when you have that kind of heterogeneity around even the sheer definition of what the 0:07:48 job is, it makes it very hard to design a scalable solution that can kind of fit into 0:07:50 all those different environments. 0:07:55 So day one, we actually were fortunate to get a customer that did have a pretty robust 0:08:00 centralized call center group that was hundreds of people who literally were answering every 0:08:02 call that was coming into the health system. 0:08:06 And so the immediate sort of leap that we made was, oh, they must all look like this. 0:08:11 Even if 80% of it was the same and there was 20% sort of buffer that needed to be modified, 0:08:12 we can deal with that. 0:08:16 Yes, they all had central call centers, but the fundamental scope of jobs that they were 0:08:19 doing were completely different across the board. 0:08:22 And some were more clinical in nature, some were more marketing in nature, some were more 0:08:24 financial in nature, et cetera. 0:08:26 So what were the knock on effects of that? 0:08:27 Yeah. 0:08:32 The impact on like, go to market, product design and spend product strategy. 0:08:36 Most importantly, the service model of you could either say, we’re going to design our 0:08:40 software to be so flexible that it could work in any environment. 0:08:46 Or you could say, we’re going to provide services to come train your people to behave in a more 0:08:49 standardized way relative to the rest of our book of business. 0:08:52 And so we ultimately ended up taking a hybrid approach to both. 0:08:55 But the latter, you know, that services approach is something that we hadn’t thought about 0:09:00 that allowed us to sort of abstract out the variation to some degree, but also provide 0:09:04 value back to the customers in a pretty unique way because then we had the best practices 0:09:07 for, you know, how it should work. 0:09:10 So ultimately it was a good thing, but it was a major fork in the road. 0:09:11 Absolutely. 0:09:15 Because there is so much variability, because there’s so much localization, the notion of 0:09:20 the pure SaaS model where you’re just throwing technology over the fence and assuming that 0:09:25 it will fit into whatever environment you’re deploying it into, that is a moot point in 0:09:30 healthcare, you actually do need to think about the services component of things. 0:09:34 There was a whole generation of companies that got started like a decade ago that took 0:09:39 these sort of tech-only approaches and failed to get scale or had to fundamentally pivot 0:09:43 their models to actually take into account more of the human element of the service delivery 0:09:44 model. 0:09:45 I mean, even there’s a term for it now, right? 0:09:50 Tech-enabled services is a way of doing things now in digital health that I think is well 0:09:56 recognized that it’s necessary to wrap the technology with a human component to essentially 0:10:00 address and be able to accommodate all the variation that you see across different customer 0:10:01 bases. 0:10:04 And it changes your cost structure fundamentally, the nature of how we talked about the business 0:10:05 and how it scales. 0:10:08 And even our fundraising strategy fundamentally changed because of that. 0:10:13 And so we did have to, you know, raise more and give ourselves more runway and think about 0:10:15 different ways to manage our margin. 0:10:19 It sounds like everything that could have been changed by that. 0:10:23 Let’s go back to a specific example where you really put your foot in it. 0:10:26 Well, so in our experience at Noam, it was interesting because here, this is a company 0:10:32 with, the sole purpose of the company was to provide software capability to analyze 0:10:33 genomic information. 0:10:36 And so, you know, when you launch that, your assumption is, well, this could be used to 0:10:39 power all kinds of applications. 0:10:43 It could be used for research, either an academia and industry, it can be used for, you know, 0:10:44 clinical diagnostics. 0:10:45 Flexible. 0:10:46 We thought it was very flexible. 0:10:50 But challenge one is, you know, a solution looking for a problem is always a very, very 0:10:51 dangerous thing. 0:10:52 I think that’s universally true. 0:10:54 I think it’s especially true in the healthcare space. 0:11:00 And challenge two was understanding exactly where, in the case of the clinical setting, 0:11:03 where this technology would be used in the workflow. 0:11:07 So here we wanted to go after the clinical labs. 0:11:08 That was your initial hypothesis? 0:11:12 Our initial hypothesis for an application in a clinical setting. 0:11:17 You have technicians and docs that are inside of the laboratory setting, receiving samples, 0:11:23 running a test, analyzing the results of that test, generating a report that gets signed 0:11:25 off by a lab director that goes back to a physician. 0:11:27 Usually it’s in the form of a diagnosis, right? 0:11:29 And it gets signed off and it goes to the physician. 0:11:36 The physician now takes that report and basically decides what to do based on that information. 0:11:42 So our assumption was, well, if you have the ability to sequence DNA now in a way that 0:11:46 you couldn’t before, before you’d have to do all of these specific tests, you have to 0:11:49 know what to test and then you’d test it and then you’d get a report. 0:11:53 You had to know what street lamp the keys were under, right, like there in that case. 0:11:57 Whereas once you had the full genome, you could just sequence everything and just run 0:11:59 a bunch of software queries. 0:12:04 So our thought going into this was, well, that’s an incredibly powerful tool for clinical labs 0:12:08 because first of all, you can sequence just once and analyze over time. 0:12:09 Right. 0:12:12 It seems like a totally legitimate assumption to make. 0:12:15 And it turns out that there was a lot of challenges with that assumption. 0:12:17 The first one is every lab is different. 0:12:21 A lot of them didn’t have the budget or the willingness to basically pay the upfront 0:12:28 piece to buy the capability to use this technology or they didn’t have the ability to sequence 0:12:29 everything upfront. 0:12:33 Even if all of the subsequent queries would be technically free later. 0:12:34 Why not? 0:12:35 The way they’re reimbursed. 0:12:36 Oh, how fascinating. 0:12:37 Too expensive, basically. 0:12:38 It’s too expensive. 0:12:43 So even the theoretically there’s an ROI, a return on the investment of sequencing upfront, 0:12:48 just the way the industry structure, the way reimbursement flows, the way payments flow. 0:12:50 It just didn’t make sense for a lot of labs to do this. 0:12:53 So how was that not just a complete roadblock at that point? 0:12:54 It was a big roadblock. 0:12:58 So what that required us to do was to then focus on clinical labs that had the ability 0:13:00 to make certain investments in upfront costs. 0:13:04 And those tended to be very sophisticated labs that do a lot of research work in addition 0:13:08 to patient care and they tended to be on the sort of on the bleeding edge and they wanted 0:13:11 to incorporate new technology and they were great partners and all of that. 0:13:13 But then it goes back to your end of one problem. 0:13:18 So you sell something into that lab and you go next door and next door has a totally different 0:13:21 set of capabilities, a totally different set of constraints, a totally different set 0:13:22 of expectations. 0:13:27 And so therefore, all of a sudden the solution you created for lab A is not relevant or unattainable 0:13:29 for lab B. 0:13:33 Now, to just add to the stepping in it, you know, when you’re analyzing genomic data, 0:13:36 there’s a massive amount of computation required. 0:13:40 And so we went in there assuming, well, this is easy, we’re just going to shoot all of 0:13:44 this up to the cloud, we’ll run the analysis, we’ll send the data back to the lab, the lab 0:13:48 could verify it, generate a report and off we go. 0:13:51 It turns out labs weren’t comfortable sending data up into the cloud, full stop. 0:13:55 At that time, it was just completely– At that time, arguably even today, arguably 0:13:59 even today in 2019, but definitely at that time, we probably should have known that earlier 0:14:03 that would have changed how we thought about going into the clinical lab space. 0:14:04 How would you have done your homework? 0:14:06 I mean, what would that have actually looked like? 0:14:11 It was frankly, I think just defining the specs of what would be required to bring in 0:14:17 our technology, because I think people intuitively know that genomic data is massive, but I don’t 0:14:22 think they know sort of the level of computation required to run the interpretation. 0:14:23 Right. 0:14:24 So like really running the numbers. 0:14:26 Running the numbers for them and by the way, we tried everything. 0:14:30 I mean, we brought representatives from AWS that could show them that they had a HIPAA 0:14:35 compliant cloud that they had received all the certifications and it came back to risk 0:14:36 aversion. 0:14:39 So someone, the lab director, saying like, “Look, I’m sure all of that’s true, but I’m 0:14:41 not going to risk sending all of this data up into the cloud.” 0:14:46 So that was a big, big challenge for us and it ended up being a major limitation for our 0:14:50 ability to expand into the clinical setting because of all of those barriers. 0:14:51 So what did you do? 0:14:56 We had to do a plan A and a plan B. And so the plan A was we assumed that there would 0:15:01 be a couple of forward looking labs or forward thinking labs that would be willing to work 0:15:05 in the cloud environment, much easier to deploy there. 0:15:10 The plan B was we had to create a box and we had to create a box and the box had to have 0:15:11 essentially the competition. 0:15:12 A normal appliance. 0:15:13 Yeah. 0:15:14 We had a normal appliance. 0:15:15 Remember that. 0:15:16 Oh my gosh. 0:15:17 Because they didn’t want the data to go outside. 0:15:21 And it’s for the reasons that we’d expect, you know, there’s regulatory, there’s risk 0:15:24 associated with that today in 2019. 0:15:28 In fact, the companies that have managed to use this technology have taken the sort of 0:15:30 full stack service approach. 0:15:35 So that sort of high low strategy became the approach is get folks to deploy into the cloud 0:15:37 when they were willing to. 0:15:43 And in the case where folks needed an appliance, we basically had to go to labs that had enough 0:15:47 a sample volume that an appliance made sense for them and make basically the case there 0:15:48 from an investment standpoint. 0:15:53 So again, multiple choice, variety and like addressing in different ways. 0:15:58 A pure software company in healthcare is a really hard thing to do. 0:16:01 Because on the one side, you have this challenge that it’s hard to create a sort of a solution 0:16:03 that’s going to fit everyone. 0:16:08 And therefore you need to have some level of services around that software. 0:16:09 That’s on one extreme. 0:16:12 So when you need to have humans in the process or in the loop. 0:16:16 And then the other extreme, if it is pure software, then it’s considered that it should 0:16:17 be free. 0:16:18 So it’s very hard to abstract value. 0:16:19 That’s so interesting. 0:16:23 Do you think that’s shifting at all with the kind of understanding of the importance of 0:16:24 data and some other things? 0:16:25 Yeah. 0:16:27 Look, I would argue it’s shifting on a couple of axes. 0:16:30 The first one is data is becoming more and more valuable. 0:16:36 Historically data was viewed as being either too small in terms of its impact, too narrow, 0:16:38 too dirty, et cetera, et cetera. 0:16:39 Too difficult. 0:16:40 Yeah. 0:16:41 Too unstructured. 0:16:42 So that historically has been the case. 0:16:47 So if you have ways to ingest data and clean it and make it meaningful, then I think that 0:16:48 is valued. 0:16:52 Probably the most public one is what Flatiron was able to do and ultimately getting acquired 0:16:55 by Roche for $2 million. 0:17:00 That’s viewed as using an electronic medical record to capture patient experiences, take 0:17:05 that information, and give researchers the ability to drive valuable insights from that. 0:17:06 That’s a relatively new thing. 0:17:08 So I think there is the ability to create value there. 0:17:10 So I think that’s one axis. 0:17:14 I think there’s a general shift in the model that having a tech-enabled service can be 0:17:18 a valuable thing and if done well can be a scalable business. 0:17:23 In other words, if you know what you’re trying to build and if the software layer reduces 0:17:29 sufficient friction in the system and allows you to add people, not linearly as you scale, 0:17:33 but in a leverageable way, then all of a sudden you could have tech-enabled services that 0:17:35 can grow and become large businesses. 0:17:40 So leaning into what it is that makes it difficult almost and then scaling that, leveraging that. 0:17:41 Exactly. 0:17:42 Finding ways to make that scalable. 0:17:43 Yeah. 0:17:45 That’s not easy to do, but I think it is now doable in a way that probably it wasn’t. 0:17:46 Yeah. 0:17:50 So we see that same trend actually happening in the consumer world where you used to have 0:17:55 a bunch of services like the marketplaces that were purely tech and were just matching 0:17:59 supply and demand and then getting out of the way, whereas now you see a lot more services 0:18:03 like in the real estate market where they’re actually managing properties. 0:18:06 We’re actually going to clean the place and make sure it has good furniture and all that 0:18:07 kind of stuff. 0:18:11 I think the same premise holds true in healthcare where you realize that in order to truly make 0:18:15 an impact, you kind of have to own certain parts of the full stack and that’s what you 0:18:17 see playing out in the rest of the world as well. 0:18:18 Okay. 0:18:22 So we’ve talked about kind of knowing the workflow and the complexity of the system, 0:18:26 running the numbers and specking it out as concretely as possible. 0:18:28 How about in terms of team building? 0:18:33 Are there ways that you, knowing what you knew down the road that you would have changed 0:18:36 how you thought about building the team from the very beginning? 0:18:38 My prior experience was not in healthcare. 0:18:42 And so a lot of my views on how to do these kinds of things were informed by a company 0:18:45 that was just a pure enterprise software company. 0:18:48 And one of the mantras was you want to, in the early stages of a company, hire for all 0:18:52 around athletes and just people who are utility players who can like roll with the punches 0:18:53 and figure it out. 0:18:57 It doesn’t matter what kind of experience they had as long as they’re scrappy, intellectually 0:19:00 motivated people, they’re going to figure it out. 0:19:04 So it certainly took that approach when we started Kyrus and hired folks not necessarily 0:19:09 from healthcare who maybe had some engineering experience or sales experience from elsewhere 0:19:12 in the world and said, “We’re just going to go in there and figure it out.” 0:19:15 But you surely had some deep experts in the space as well. 0:19:17 So my co-founder is a physician by training. 0:19:23 So we had sort of the deep clinical knowledge, but I would say actually we didn’t have that 0:19:28 many people who knew the specific market that we were going after. 0:19:32 And that’s another characteristic of healthcare startups is healthcare is so massive that 0:19:36 when you talk about market segment, you have to be very specific about what you’re talking 0:19:37 about. 0:19:41 So when people come and say, “Oh, I have a company that sells to providers,” I’m like, 0:19:42 that’s great. 0:19:43 That’s like, you know… 0:19:44 What does that actually mean? 0:19:45 Yeah. 0:19:47 Like there’s 20 billion ways that you could describe providers like, “Are you selling 0:19:48 to hospitals? 0:19:49 Are you selling to health systems? 0:19:50 Are you selling to individual practices?” 0:19:53 And each of those can be multi-billion dollar markets in and of themselves. 0:19:56 I used to work in publishing and it reminds me of people who would pitch their books to 0:19:58 us and be like, “It’s for the general reader.” 0:19:59 And you’re like, “Who? 0:20:00 Who? 0:20:01 There is no general reader.” 0:20:02 Exactly. 0:20:03 There’s like somebody who likes to read Amy Tan. 0:20:07 There’s somebody who likes to read like, you know, Dan Brown or whatever. 0:20:08 These are different people. 0:20:09 Yeah. 0:20:10 There you go. 0:20:11 So yeah. 0:20:14 So basically we had folks in our company who had “health care experience,” but maybe 0:20:18 it was from the pharma industry or from payer or even like a different segment of the health 0:20:22 of the provider market, but not the specific market that we were going after, which was 0:20:24 like a very esoteric… 0:20:28 We were going after the biggest health systems, like the top down approach in the enterprise 0:20:29 space. 0:20:32 And there’s very specific characteristics to those organizations that are very different 0:20:34 than even smaller hospital networks. 0:20:38 The areas of the team building exercise that I wish we had been more thoughtful about were, 0:20:43 you know, in terms of customer facing roles, where it was a team responsible for managing 0:20:47 the customer relationship longer term, you know, just how important it is for those people 0:20:54 to have some kind of understanding and empathy and ideally experience with the kind of people 0:20:55 that we were servicing. 0:20:59 There is total merit to saying, “Actually, we need some insiders who might not have any 0:21:05 technical skills whatsoever, but can help us understand the culture and the politics 0:21:08 and what it means to even like talk to a physician.” 0:21:11 You know, we had a bunch of folks who had never been in health care who walked into meetings 0:21:15 and called doctors by their first names, and that was a complete taboo in certain cultures 0:21:17 where you have to call them Dr. Jones or Dr. Smith. 0:21:21 Like “Stranger in a strange land” kind of like, “Here’s the language here.” 0:21:22 Yeah. 0:21:24 So I think from a team building experience, one of the biggest lessons that we certainly 0:21:31 learned was a valuing health care domain expertise earlier in the evolution of a company relative 0:21:36 to other sectors, and then also thinking about where that makes sense, like what functions 0:21:39 that makes sense, because it’s not a 100% universal statement across the board. 0:21:43 I would say our engineering team, it was actually better that they came from outside 0:21:44 of health care. 0:21:48 Oh, so in specific areas of where you need the knowledge and where you don’t. 0:21:51 Why was it a bad thing for engineers to have that? 0:21:53 Not a bad thing per se, but you wanted people who could like really think out of the box 0:21:58 and not be sort of married to the way it’s done today, because actually that’s exactly 0:22:02 the point of building companies in this space is to not do it the way it’s been done. 0:22:07 And so most of the technology systems that are in place are written on super legacy technologies 0:22:10 and don’t have things like APIs and whatnot. 0:22:13 You need to be like super creative about like how to get into these systems and get data 0:22:18 out because they were like fundamentally not designed to have liquidity around the data 0:22:19 that’s stored in them. 0:22:23 And so it was helpful to have people from the financial services industry, for instance, 0:22:27 who had figured those things out with similar banking systems and whatnot and could kind 0:22:30 of bring some of that creativity to the health care space. 0:22:33 So engineering is definitely a space where I felt there was a positive to not having 0:22:37 that health care domain knowledge, but certainly on the commercial side of the business. 0:22:39 I think it’s critically important. 0:22:42 Making sure that the engineering team is as modern as possible is the most valuable thing 0:22:43 you can do for your company. 0:22:48 Because I think what’s generally true and probably definitely true across the board 0:22:52 is that health care, the data sets are so complex, right? 0:22:56 They’re complex in terms of their variety, they’re complex in terms of their volume, 0:22:57 they’re unstructured. 0:22:58 There’s regulatory requirements. 0:23:02 There’s so many things that are challenging from a data handling standpoint. 0:23:06 So building the pipes in the most modern way possible, absolutely critical. 0:23:11 Whoever’s customer facing, I think has to be from that game, has to understand the space, 0:23:15 has to understand who the customer is, has to understand the cultural norms and all of 0:23:16 those things. 0:23:17 Those things are both true. 0:23:22 You need both in the get-go, industry specific on the customer spacing side and domain expert 0:23:24 from the engineering side, right? 0:23:27 And then let’s talk a little bit about the middle, the product, right? 0:23:28 That’s where the sausage gets made. 0:23:29 Totally. 0:23:32 I’m going to be biased because I was the chief product officer of my company. 0:23:35 And that’s where I would say it was split, where I do think it’s important for the leader 0:23:40 of that organization to have a pretty deep understanding of the market. 0:23:44 And so I happen to have had health care experience, not specifically in this particular segment 0:23:48 per se, but I understood some of those cultural nuances and just dynamics of how the market 0:23:51 worked to be able to set strategy. 0:23:55 Below me, however, some of my best product managers were not health care people at all. 0:23:59 And in fact, we had three products, one that was the call center product that I mentioned 0:24:04 earlier, where the end users themselves were not health care people, right? 0:24:09 And so some of them were like high school graduates who go home and they use their iPhone and 0:24:11 they’re used to all these modern technologies and the rest of their lives. 0:24:15 And then they come to work and they’re faced with these totally esoteric, crappy, hard 0:24:17 to use systems. 0:24:20 And so I wanted someone who actually had kind of a consumer mindset. 0:24:24 Did you find yourself doing a lot of sort of explaining and educating though to bridge 0:24:25 that gap? 0:24:26 Yeah. 0:24:28 My philosophy was just throw them in the deep end. 0:24:32 As part of the onboarding experience at Kyrus, you had to visit a hospital call center and 0:24:34 they actually let you listen in on calls. 0:24:37 It was like a religious transformation for these team members who went. 0:24:42 Some came back and said, I cannot believe that this is how these organizations operate, 0:24:43 right? 0:24:45 Cause like everyone thinks of health care as this very pristine, like I’m going to trust 0:24:49 you with my life and they’ll come back and be horrified because, you know, they see that 0:24:54 things are being run on paper and just how much burden they put on the customer, right? 0:24:57 Because part of what you hear when you’re listening in on these calls is like asking 0:24:59 the patient, what do you want to do? 0:25:01 And the patient’s like, well, why would I have understood? 0:25:04 I’m calling you guys a hospital and you’re supposed to tell me what to do. 0:25:05 So that was one reaction. 0:25:07 The other reaction was completely emotional, right? 0:25:11 Because a lot of these patients who were calling in had just been diagnosed with cancer and 0:25:16 they have no idea what they’re doing and they’re calling because they need help. 0:25:20 And then the call center agent sometimes felt helpless because they didn’t have the tools 0:25:21 or the workflows or the information. 0:25:25 Oh, it reminds me of like a 911 operator with like no training, somebody thrown into 0:25:28 the middle of like, I’m having a massive life crisis. 0:25:29 Yeah. 0:25:30 It was inspiring and motivational. 0:25:33 And so that became part of like our training process was to just go out there and see it 0:25:35 versus me explaining it. 0:25:36 That’s really interesting. 0:25:37 Okay. 0:25:38 So what about timing? 0:25:42 Do you think it’s different in the healthcare space, how you think about what’s the right 0:25:43 moment for your product? 0:25:48 One of the big challenges in healthcare is this idea that you can be too early. 0:25:50 You can be too early for a couple of reasons. 0:25:59 One is you need a lot of changes to workflows for the entire system to become much more modern. 0:26:04 But you think this is different from being too early with like pets.com. 0:26:05 That’s a good question. 0:26:09 So the way I would think about it, I described what was for us at the company, a very obvious 0:26:11 evolution of where genetic testing would go. 0:26:15 You would sequence everything first and you would test multiple times in silicone. 0:26:16 You could see the light at the end of the tunnel. 0:26:17 I mean, that’s a clear future. 0:26:22 And so the question is when is the system ready for your particular solution to a problem 0:26:24 that everyone agrees exists, right? 0:26:28 Everyone agrees that we have to do a better job at being able to diagnose folks with genetic 0:26:29 disease. 0:26:33 And I think everyone would agree that using genomics, the ability to do this at large 0:26:38 scale to query multiple times, to use software, to make intelligent queries would be a very 0:26:41 powerful tool, a very powerful solution for that. 0:26:47 But the reality was, continues to be, that just the structures of the industry are such, 0:26:50 even though that’s where I think we will end up, it’s just not ready for it now. 0:26:54 And I think this is true for any entrepreneur, timing is a big part of anything you do. 0:26:58 I think timelines are especially warped in healthcare because it just takes a long time 0:27:00 to adopt new technologies. 0:27:04 There actually is a peer-reviewed study of the average number of years it takes for 0:27:08 new technologies that are introduced into the medical setting to become mass-market 0:27:09 adopted. 0:27:10 Oh, how fascinating. 0:27:11 Wait, wait, let’s guess. 0:27:12 Two years. 0:27:13 17 years. 0:27:14 No! 0:27:15 I mean, we still have fax machines. 0:27:16 That’s true. 0:27:17 We still have fax machines. 0:27:18 We still use the same… 0:27:21 But we’re not talking about when technology leaves, but you’re right. 0:27:22 It’s the same thing, really. 0:27:23 Yeah, so it gets replaced. 0:27:26 Yeah, you can think about it as all the things that have tried to replace the fax machine 0:27:28 or not yet mass-market adopted. 0:27:29 And it’s the same. 0:27:30 You could see it in… 0:27:35 I think the study actually focused primarily on stethoscopes and thermometers and things 0:27:38 that literally have not been redesigned for hundreds of years because it’s been so hard 0:27:39 to disrupt them. 0:27:42 Over the last 17 years, there’s been a bajillion better versions of the stethoscope that we 0:27:43 are just not seeing. 0:27:45 The wheel could have been reinvented, but better. 0:27:46 Absolutely. 0:27:50 Those are the tangible examples, but the same applies to software and technology. 0:27:54 And that’s a lot of the reason why you see the market-leading companies that own the EHR 0:27:57 space today are literally 45 years old. 0:28:01 And by the way, those companies also didn’t hit their stride until like 20 years into 0:28:02 their journeys. 0:28:06 So time functions completely differently, basically, in this system. 0:28:07 It’s almost like… 0:28:08 It’s like a wormhole. 0:28:12 And second of all, it’s an incredible testament to the strength of these systems that… 0:28:13 Totally. 0:28:14 Yeah. 0:28:16 It’s like, once you do make it, it’s totally sticky. 0:28:21 The LTV, essentially, of tech companies that actually make it and get to a certain level 0:28:23 of scale is through the roof. 0:28:25 There’s no incentive to rip them out because if they work, they work. 0:28:29 The switching costs because of all the human and cultural elements that we described is 0:28:30 huge. 0:28:31 Yeah. 0:28:34 So the longevity of your company, if you’re looking at success, is also incredibly promising. 0:28:35 Yeah. 0:28:38 I mean, certainly at Kairis, the way we mitigated it was we thought about what our fundraising 0:28:42 strategy would be to give ourselves enough runway to have that model play out. 0:28:47 We needed to fund the sales cycles and the adoption cycles to create a new category of 0:28:48 solution that didn’t exist. 0:28:51 Did it hang out in the wormhole for a while? 0:28:52 It’s a big oxygen tank. 0:28:53 Yes. 0:28:57 Global happens in healthcare in under three years, and so you kind of have to give it 0:28:58 some runways. 0:29:01 This is one of the things that we’ve spent time talking about is what does a minimal viable 0:29:03 product in healthcare look like? 0:29:04 Doesn’t exist. 0:29:05 Big bang. 0:29:09 You’ve got to go in and you’ve got to create a category and you’ve got to get that adopted. 0:29:14 I think in other industries, you can sort of quote-unquote get away with having a product 0:29:18 that does one thing really, really well and then start there and yes, expand over time, 0:29:23 but at least you can get by and to prove your value with that initial use case. 0:29:26 I think going back to a lot of the points you made earlier in healthcare, when you’re 0:29:32 in the flow of impacting a patient encounter and saying you’re going to rip something out 0:29:36 or change the way that you’re doing something or what have you, you have to make sure that 0:29:39 it’s going to give you the right answer, so to speak. 0:29:43 Even if it’s just one feature, it might mean, okay, yes, it could be one feature, but you 0:29:46 have to be integrated into seven different systems to make sure that the data flowing 0:29:50 into that one feature is enough to inform the right outcome or decision. 0:29:52 So really fully baked. 0:29:55 If a transaction falls through the cracks, while you’re doing some kind of revenue cycle 0:29:59 type encounter, you might not get paid for a procedure that could have a severe impact 0:30:01 on your bottom line. 0:30:02 You need more funding. 0:30:04 You need to think differently about your strategy for product and what that footprint 0:30:05 looks like. 0:30:08 You have to have the full solution. 0:30:12 And the related point I would make to that is it’s really hard to have a point solution. 0:30:14 Even if that point solution is very, very good. 0:30:18 I think people in general in the healthcare system are looking to buy a complete solution. 0:30:23 So if you take the problem from A to B to C to D, that’s great, but they need A to Z. 0:30:25 They can’t get A to Z from you. 0:30:27 It’s very hard to get them to buy A to C from you. 0:30:29 I’ll go even further than Julie. 0:30:32 I will say, not only does MVP not exist in healthcare, I would argue that product-market 0:30:34 fit doesn’t exist in healthcare. 0:30:35 What do you mean by that? 0:30:40 The definition of product-market fit is when the right product meets a good market. 0:30:44 All of the things we talked about creates such distortions in the marketplace that by the 0:30:49 time you actually get through all the hoops, you have such a skewed product. 0:30:51 It’s not really product-market fit. 0:30:53 It’s almost like accepted product capture. 0:30:56 Here you have regulatory issues. 0:30:57 You have pricing concerns. 0:30:58 You have incumbents. 0:31:03 You have so many aspects that distort the market that I would argue that you don’t have a normally 0:31:06 functioning market for software in healthcare. 0:31:12 How would you both embrace that distortion early on and not get completely knocked off 0:31:14 your path by it? 0:31:19 It strikes me that a lot of what you’re describing is know-thyself, know-yourself very deeply. 0:31:22 That was the tagline I know, by the way. 0:31:25 Oh, was it really? 0:31:26 That’s really funny. 0:31:29 I did not work that in for you. 0:31:34 But also know where you’re going and do that deep, I want to say, soul-searching on a company 0:31:37 level and build out accordingly. 0:31:40 How do you get that big center of gravity of really knowing yourself, knowing where 0:31:44 you’re going, but be able to be flexible with that distortion along the way? 0:31:48 The only North Star you can have, and this is going to sound cliche, but really understanding 0:31:54 your value proposition truly from the customer standpoint, it becomes a critical guide for 0:31:55 what you do. 0:31:58 This is a debate that healthcare companies have all the time, which is should your value 0:32:02 proposition be I’m going to save the system money because the healthcare system is very 0:32:05 inefficient and it runs on very low margins generally. 0:32:08 Should it be that I am going to result in better outcomes for patients? 0:32:13 Is it going to be I’m going to create some sort of a lift in terms of return on investment? 0:32:16 There’s a bunch of different ways you can think about value proposition. 0:32:20 If you don’t have that crystal clear from the outset, the amount of obstacles that you 0:32:24 are going to hit along the way are going to make it such that it’s going to be very difficult 0:32:25 to get to the other side. 0:32:29 If you don’t really understand the workflow and the culture and the regulation and the 0:32:33 governance and the politics and all of the other things, you can have a theory on what 0:32:37 the value proposition is, but you need your customer to confirm that early on and sadly 0:32:40 the best way to confirm that is to have them buy something, obviously. 0:32:44 Julie and I have had this debate before, which is a lot of the software platforms that go 0:32:49 into healthcare have been sort of predicated on we’re going to cut costs. 0:32:54 I don’t know of any sort of solution out there that has meaningfully been able to make a 0:32:56 very, very strong case that they can cut costs. 0:32:59 And by the way, part of it is, I think, is because it’s really hard to measure costs. 0:33:03 It’s almost like a necessary evil where you have to say in some way, shape, or form you 0:33:06 are going to reduce costs, but that can’t be your primary value proposition. 0:33:09 Because at the end of the day, it’s aligned in the cost structure that can get wiped out 0:33:13 over time and potentially get commoditized. 0:33:17 So is the takeaway, know your value proposition as early as possible and test it? 0:33:20 That and then have the conversation of like, okay, if we are able to accomplish what we 0:33:23 just described, is it worth it? 0:33:24 Is the juice worth the squeeze? 0:33:29 Because it’s so expensive to distribute product in this market because of the sales cycles 0:33:34 and the nature of the enterprise sales motion and whatnot, that if you’re not able to envision 0:33:39 a path towards being like at least a half a million dollar kind of a year type solution 0:33:42 in this space, it’s actually not financially worth it to build a business in that area. 0:33:43 Right. 0:33:45 Which goes back to your point of like run the numbers, basically. 0:33:48 At least like back at the envelope, like, you know, whiteboard kind of thing. 0:33:52 I mean, is there anything that you can figure out as you go? 0:33:57 It sounds like you need to know so much before you begin and be so self aware and so kind 0:33:59 of like have the end game in sight. 0:34:03 Are there things that you can leave sort of more organic and like feel out as you go? 0:34:04 Yeah. 0:34:05 No, I mean, absolutely. 0:34:08 There’s tons of things you can be doing on a daily basis with end users and just like 0:34:12 feedback mechanisms on like how people are, are they actually able to do their jobs, for 0:34:15 instance, and making minor tweaks to the workflows and whatnot. 0:34:19 So that was always, you know, a component of a more organic and dynamic aspect of how 0:34:20 we did things. 0:34:24 The other thing that you need to kind of think about doing in parallel is, you know, so much 0:34:29 of success of technology and healthcare is predicated on integrating into other ecosystem 0:34:30 players. 0:34:33 And so this is actually probably one industry where you definitely can’t like just build 0:34:34 in a vacuum. 0:34:38 You actually should understand, even if it’s not, you know, for another few years that you’re 0:34:42 really going to have to do this, like who are the players, we just need to get to know 0:34:46 so that we’re on their radar when time comes for us to take the hammer and like try to break 0:34:50 down the wall of integration with that vendor that we are on their good side and that they 0:34:53 know who we are so we can kind of make that happen faster. 0:34:58 So things like that, I think you can be doing in parallel to, you know, the kind of formulation 0:35:00 of what the footprint of the product is. 0:35:04 If you’ve got the right solution, you can get very creative in how you get paid. 0:35:09 So figuring out different pricing structures or value capture mechanisms, I think is something 0:35:13 that you can do pretty organically because if you are making a difference in the system, 0:35:17 the system has so much cost built into it and so much revenue flowing through it that 0:35:19 there are ways to be very imaginative there. 0:35:21 So that’s the first thing I would say. 0:35:26 The second thing I would say is thinking about adjacencies, you know, going from one, you 0:35:32 know, your core function to the next adjacent use case, not all adjacencies are created 0:35:33 equal. 0:35:34 One might be easier than the other. 0:35:38 It’s almost like, you know, jumping on stones across a pond or something, right? 0:35:41 What’s the next stone I can jump on that’s least likely to make me fall into the water, 0:35:42 right? 0:35:43 Yeah. 0:35:44 Even if it doesn’t get me as far as another one. 0:35:45 Right. 0:35:46 Always have that closer spot insight. 0:35:49 You’re almost, you’re creating the next thing and the next thing and the next thing and 0:35:50 you build out from there. 0:35:54 And eventually you cover so much surface area that, you know, you become a very sticky solution 0:35:58 and you hopefully become a complete solution sort of closer to the A to Z type vision. 0:35:59 Okay. 0:36:00 Last question. 0:36:01 Biggest takeaways. 0:36:04 Quick lightning round for your founder struggling right now. 0:36:05 What would you say? 0:36:06 Bullet points. 0:36:07 Know your market segment. 0:36:12 Be very specific about what segment you’re going after because that has major implications 0:36:14 for your go to market and your product. 0:36:15 Good one. 0:36:16 All right. 0:36:17 Let me get that to you. 0:36:20 One is build the multidisciplinary team early. 0:36:24 Two is understanding and if the person that suffers from the pain point can actually pay 0:36:29 for your solution because there’s a lot of misincentives in the healthcare system. 0:36:34 And three, with the right technology, you can have massive impact on patient lives and 0:36:38 the experience that we have with the healthcare system, which we will all touch in our lifetime. 0:36:42 And if there’s anything you can do to make it better as an entrepreneur, I would say 0:36:44 that is extraordinarily satisfying. 0:36:45 That’s fantastic. 0:36:46 And good bullets. 0:36:49 Thank you both so much for joining us on the A16Z podcast. 0:36:50 Thank you.
with Jorge Conde (@JorgeCondeBio), Julie Yoo (@julesyoo), and Hanne Tidnam (@omnivorousread)
Building a software company in healthcare is hard — and comes along with unique challenges no other entrepreneurs face. In this conversation, a16z bio general partner — and previous founder of genomics company Knome — Jorge Conde; and a16z bio partner and former founder Julie Yoo (of patient provider matching system, Kyruus) share their mistakes and hard earned lessons learned with a16z partner Hanne Tidnam.
Why is this so damn hard? How should founders think about this space differently? What are the specific things that healthcare founders can do — when, where, and why? You’ll wish you only knew this when you started your own company!
332: The Junk Hauling Business: From $0 to $300 Million and Beyond
WTF man!?
Are you willing to fail!
Let that be your new mantra.
That’s the rule Brian Scudamore — the founder and CEO of 1-800-GOT-JUNK — lives by.
What started with a $1000 investment (Brian’s life’s savings at the time) has turned into a home services empire that does $1 million in sales on any given day.
Brian’s come a long way since that beat-up pickup truck going door-to-door that first summer.
His portfolio now includes house painting, moving services, and home detailing–all under the umbrella of Ordinary 2 Exceptional Brands. He’s formulated some unique and effective ways to build teams of passionate employees that share his goals and has leveraged the franchise model to grow his businesses and revenue from $0 to $444 million and beyond.
Tune in to hear how Brian started the junk hauling business as a soon-to-be college student, his thoughts on marketing and hiring, and how you can apply nearly 30 years of his own successes and failures to your business.
0:00:03 – Hi, welcome to the A16Z podcast. 0:00:05 This is Frank Chen. 0:00:06 This episode, which is called 0:00:09 “Inside the Apple Software Factory,” 0:00:11 originally aired as a YouTube video. 0:00:13 You can watch all of our YouTube videos 0:00:17 at youtube.com/A16ZVideos. 0:00:18 Hope you enjoy. 0:00:21 – Well, welcome to the A16Z YouTube channel. 0:00:24 I’m Frank Chen, and today I am so excited. 0:00:27 I feel like I have won the golden ticket 0:00:29 to Willy Wonka’s Chocolate Factory, 0:00:32 because look, if you’re in Silicon Valley, 0:00:34 the one chocolate factory you want 0:00:37 your desperate to go visit is Apple. 0:00:40 And the reason for that is Apple has consistently 0:00:44 over its history turned out some of the most intuitive 0:00:47 and delightful and just plain awesome products 0:00:51 that people use, and people are dying to find out 0:00:56 how is it that Apple makes such delightful products? 0:00:59 And so today, I’m here with Ken Cacienda, 0:01:01 and I’m so excited for him to tell us 0:01:06 all about the creative process that he used, 0:01:07 and his team used to create these products. 0:01:09 So Ken, thank you so much for coming. 0:01:10 – Well, thank you so much. 0:01:11 It’s great to be here with you. 0:01:12 – Well, let’s get right into it. 0:01:16 So maybe talk a little bit about how you ended up at Apple, 0:01:19 because like on paper, you don’t look like 0:01:20 the typical software engineer. 0:01:22 So go back and do the laundry. 0:01:24 Like, where were you born in? 0:01:27 – Oh, well, I was born in New York, 0:01:30 stayed there on Long Island, downstate, 0:01:33 grew up close to Beaches, lived there until 0:01:35 I went away to college, I went to Yale, 0:01:37 and got a degree in history. 0:01:40 And then after I graduated from Yale, 0:01:42 I didn’t do the typical thing. 0:01:44 I went to Motorcycle Mechanics School. 0:01:45 – Really? 0:01:47 All right, Ivy League, and what motivated that? 0:01:49 Like, you just learned motorcycles? 0:01:50 – I wanted to learn how to fix motorcycles. 0:01:53 – Well, when I graduated from college, 0:01:56 I wanted to do something that was as different 0:02:00 from Ivy League College as possible. 0:02:02 – I think that qualifies. 0:02:06 – Right, right, this was dismaying to my parents, 0:02:07 my father in particular, I can tell you. 0:02:08 – I’m sure. 0:02:10 – But, yeah, so I– 0:02:11 – At least you didn’t have an Asian parent. 0:02:16 – Well, I think my dad was pretty confused about the choice. 0:02:27 Anyway, but eventually, they got behind and supported that, 0:02:31 and so I fixed motorcycles, and then I wasn’t really 0:02:33 quite sure what I wanted to do. 0:02:38 I had this degree in history, but wanted to keep following 0:02:42 my nose, find new and interesting things to do. 0:02:47 I also did a lot of work in photography when I was at Yale. 0:02:50 I spent a lot of time in the Art and Architecture Library 0:02:52 on the Yale campus, just reading books, 0:02:53 and learning about art. 0:02:55 – Beautiful buildings on campus. 0:02:58 – Oh, for sure, yeah, very interesting architecture, 0:03:01 the Art and Architecture building in particular. 0:03:04 Well, anyway, so I became more interested in photography. 0:03:06 I wound up getting a job at a newspaper 0:03:08 in the New York area, Newsday. 0:03:11 Did two years there, working in their editorial library 0:03:16 with their photo archive, but then I kind of decided 0:03:19 that wasn’t really going anywhere fast enough, 0:03:21 so I moved to Japan. 0:03:21 – Wow. 0:03:24 – I had a three-part plan for going to Japan. 0:03:27 I was gonna photograph myself, make a portfolio 0:03:31 of my own work, and I thought that it might be interesting 0:03:35 to get some teaching experience, so I taught English, 0:03:37 and I was chasing a girl. 0:03:39 (laughing) 0:03:40 – And not an actor, right? 0:03:43 – That was the three-part plan, right? 0:03:45 Photograph, teach, chase a girl. 0:03:48 I wound up catching the girl, and so we’ve been married 0:03:51 for, it’s gonna be 25 years, and congratulations. 0:03:52 – Oh, congratulations. 0:03:53 – A couple months here. 0:03:54 – That’s so awesome. 0:03:59 – And so after that, I took that of the portfolio of work 0:04:01 that I put together two years in Japan 0:04:04 and applied to a fine arts program, 0:04:07 the Rochester Institute of Technology, 0:04:09 for a master of fine arts degree program. 0:04:14 But it was there that I discovered the World Wide Web. 0:04:18 And so I put my plans to be a fine art photographer 0:04:22 or maybe a professor of photography, 0:04:24 or putting together the teaching experience 0:04:25 with photography. 0:04:28 I just set that aside, because I saw the web 0:04:31 for the first time, it was probably 1994, 0:04:34 and I thought it was the most amazing thing. 0:04:39 Somozek, and the professor, oddly enough, 0:04:42 loaded up one of the few websites comparatively 0:04:45 that was available, Yahoo, when it was text only. 0:04:46 – Right, right. 0:04:49 – And so to me, the interest was, 0:04:51 I’m gonna make photos show up on this thing. 0:04:52 I’m gonna take my experience, 0:04:57 my love of fine art and the liberal arts, 0:05:00 and figure out how to make that come alive on the web. 0:05:02 And then just wound up getting more and more 0:05:03 into programming. 0:05:07 I graduated, or I left RIT without graduating 0:05:10 with any degree, but by that time, 0:05:11 I learned enough to go get a job 0:05:12 at a web development company, 0:05:14 and wound up making websites, 0:05:18 and this start-up, that start-up, the next start-up, 0:05:20 I wound up at a company called EZL. 0:05:21 – Oh, right, of course. 0:05:26 – I did Linux software development making, 0:05:27 desktop Linux. 0:05:29 – Right, every year is the year of desktop Linux. 0:05:33 – The desktop Linux, we thought that 1999 or 2000 0:05:35 was gonna be the year of desktop Linux, 0:05:37 it turned out, not to be, but– 0:05:38 – Not to be. 0:05:41 But you worked on the Nautilus file browser? 0:05:43 – I actually worked on the portion of Nautilus 0:05:47 that connected to these sort of proto-cloud services. 0:05:48 – Right. 0:05:49 – And interesting, our cloud– 0:05:50 – Dropbox before it’s time, right? 0:05:52 – Interestingly, for where I am here, 0:05:54 Andres and Harwitz, we hosted our cloud services 0:05:55 at LoudCloud. 0:05:56 – Oh, thank you very much. 0:05:57 – Yes. 0:05:58 – Yes. 0:05:59 – Very good customer. 0:06:04 – So, we went ahead with that project, 0:06:06 but of course that company didn’t succeed. 0:06:09 But of course, EZL had this long-standing connection 0:06:11 through some of its principles, 0:06:13 Andy Hertzfeld, Mike Boydch, Bud Tribble. 0:06:15 – Yeah, the legends, right? 0:06:16 Macromedia– 0:06:19 – And that got me an introduction to Apple. 0:06:19 – Yeah. 0:06:21 – And started Apple in 2001, 0:06:23 and started getting into making, 0:06:26 the web browser for Apple was my first project. 0:06:28 – That’s fantastic. 0:06:30 And why don’t we get into that story, 0:06:31 because as you tell in the book, 0:06:34 you sort of started experimenting 0:06:36 with the old Netscape code base, right? 0:06:36 – Right. 0:06:40 – Called Mozilla, I guess, by then. 0:06:42 But you ultimately didn’t go that way. 0:06:45 – Right, well you see, it’s sort of interesting, 0:06:48 and maybe we’ll get into this more as we talk. 0:06:51 The way that Apple worked in this period, 0:06:52 during the Steep Jobs era, 0:06:55 is that he would set this vision. 0:06:59 And so his vision was, Apple needs its own web browser. 0:07:02 So at the time, when I joined in 2001, 0:07:07 Mac OS X, the new version of the desktop operating system, 0:07:11 replacing the old classic version of Mac OS 0:07:15 that had been chipping on the computer since the 80s. 0:07:16 – Right. 0:07:18 – Right, so it came along with this Unix-based replacement. 0:07:23 But that system didn’t have its own web browser. 0:07:25 It was still part of the agreement 0:07:26 that had been made a couple of years earlier 0:07:30 with Microsoft to provide Apple with web browser. 0:07:32 So, Internet Explorer. 0:07:33 – Right, when Bill invested– 0:07:34 – That’s right. 0:07:35 – Right, he brought Office to the Mac, 0:07:37 and then IE became the default browser. 0:07:38 – Correct. 0:07:39 – People don’t remember this anymore. 0:07:43 – Correct, but that was the situation that Apple was in, 0:07:47 is that this exciting new technology, the web, 0:07:50 was something that wasn’t under its own control. 0:07:53 And so the vision for Apple, back then, 0:07:55 and even still today, 0:07:57 is that Apple wants to be in control 0:08:01 of what it considers to be critical technology 0:08:05 that gets critical to its user experience. 0:08:08 – Yep, and as all the operating system companies decided, 0:08:10 the web browser was critical, 0:08:12 it wasn’t an optional add-on component. 0:08:16 Netscape and Microsoft famously got into a legal battle 0:08:19 over this, so Apple arrived at the same insight. 0:08:21 And then interestingly, the two code bases 0:08:24 that you consider to get Safari off the ground 0:08:28 were Mozilla, the Netscape code base, 0:08:32 and then Conquer, which was a Linux web browser, 0:08:33 and they were both open source. 0:08:36 And so talk to me about what it felt like at the time 0:08:37 to be looking at open source inside Apple, 0:08:39 which is a famous sort of like, 0:08:41 we’ll build it all ourselves. 0:08:45 – It was interesting that the executives, 0:08:47 people like Avi Tavanian, 0:08:51 who was the chief software VP at that time, 0:08:55 and Steve, were willing to consider open source. 0:09:00 But just to give a brief summary of our full investigation, 0:09:05 we considered writing a browser from scratch, 0:09:06 we also considered going out and licensing 0:09:08 from a company like Opera. 0:09:09 That was the company that– 0:09:10 – There were many, yeah. 0:09:11 – Licensure browsers back then. 0:09:12 – Right, right. 0:09:14 And so, but we, Don Melton and I, 0:09:18 which was the two people we joined on the same day in 2001 0:09:22 to begin this browser investigation, 0:09:25 and we looked at open source because it was, 0:09:27 we were a team of two people. 0:09:29 And a web browser is a pretty complicated thing, 0:09:30 if you– – It’s pretty complicated. 0:09:30 – It’s harder than it looks. 0:09:31 – It’s harder than it looks. 0:09:36 So we thought that if we could make a compelling case 0:09:40 to use open source as a way to jump ahead in the effort, 0:09:44 stand on the shoulders of giants, right? 0:09:47 You know, it would get us to a point 0:09:50 where we would have something sooner. 0:09:51 And that was really the goal. 0:09:53 And being open source, 0:09:57 if we took this software from, say, another platform 0:10:01 that neither Mozilla nor Conqueror worked on the Mac. 0:10:03 So we were gonna have this opportunity 0:10:04 to bring this code from elsewhere 0:10:09 and make it Apple zone and really make it look and feel 0:10:12 like it was a native program to the Mac. 0:10:14 So that was, and looking at that, 0:10:16 it really just came down to Conqueror 0:10:18 was one-tenth the size of Mozilla. 0:10:20 And so as a two-person team, 0:10:23 soon thereafter, a three-person team, 0:10:26 this just was the easiest way 0:10:28 to get from where we were to where we wanted to be. 0:10:29 – Yeah, it makes sense. 0:10:31 I mean, people don’t remember this 0:10:32 about the early days of the browser, 0:10:34 but when we shipped Netscape, 0:10:36 we had to do it on 20 platforms. 0:10:38 So every build was a, all right, 0:10:39 here’s the one for ARIX, 0:10:40 here’s the one for Digital Unix, 0:10:41 here’s the one for AIX, 0:10:42 here’s the one for HPUX. 0:10:44 And here’s, by the way, is Windows 95, 0:10:47 Windows 98, Windows NT, right? 0:10:52 Like it was such a cross-platform exercise 0:10:54 that the code base sort of grew and grew. 0:10:56 – Sure, and so we only had to do that once 0:10:59 in that we took this Linux code 0:11:01 and brought it over to the Mac. 0:11:03 And of course, it was a challenge for us, 0:11:04 so I can only imagine what it would be 0:11:07 to kind of keep all of these platforms going. 0:11:09 Concurrently, as you’re trying to make improvements 0:11:11 and add features and make things better. 0:11:15 – Yeah, and so you ultimately decided 0:11:16 on the Conqueror code base, 0:11:17 the sort of your starting point. 0:11:19 And then pretty early in the development process, 0:11:23 you ended up building a stopwatch, the PLT. 0:11:24 – Right. 0:11:26 – And so maybe talk a little bit about 0:11:28 that why did you decide to do that? 0:11:29 And then ultimately flash forward, 0:11:32 like when Steve announced the browser, 0:11:34 he would say this is the fastest, 0:11:36 like it was one of the key features. 0:11:37 And did you know at the time 0:11:39 that you built the stopwatch that he was gonna do that, 0:11:41 or like would you get lucky? 0:11:45 – So no, no, we didn’t, it was not luck at all. 0:11:48 Steve was very, very clear to us 0:11:53 from at a very early stage in our browser development process 0:11:56 was that, well, of course, 0:11:59 he wanted to deliver the best experience out to customers. 0:12:00 That was it. 0:12:03 He wanted to put a smile on the user’s face, right? 0:12:07 And so if you think about the challenge that we had, 0:12:10 there was this existing browser on the platform. 0:12:11 – Right, Microsoft. 0:12:14 – That people were familiar with, right? 0:12:16 And so now we’re gonna come along 0:12:18 and we’ll say, well, no, well, you had that other thing. 0:12:22 Here is this new browser that we want you to use. 0:12:24 It’s Apple’s own browser. 0:12:28 And well, what is gonna convince people 0:12:29 to make the change? 0:12:30 And so Steve thought, well, 0:12:32 we’re gonna need a compelling argument. 0:12:36 And to be compelling, it needs to be simple. 0:12:40 And so his idea, his vision was, 0:12:43 look, we need to make this thing perform fast. 0:12:45 Again, thinking back to the time that, 0:12:47 oh, the network wasn’t so fast. 0:12:49 I mean, some people were getting, 0:12:51 maybe broadband at the office, 0:12:55 but certainly at home, you’re still doing dial-up, right? 0:12:59 And so anything that you could do to sort of speed up 0:13:04 the browsing experience was something 0:13:06 that would be attractive to people. 0:13:07 People would notice. 0:13:10 And so he said, browser team, 0:13:12 you need to figure out how to make this browser fast. 0:13:14 And he told us this. 0:13:18 A year plus ahead of time. 0:13:22 So this PLT, the page load test as a PLT stands for, 0:13:25 was this performance tool that we used 0:13:27 during our daily development. 0:13:29 So that every code check-in that we had, 0:13:33 we would run our page load test to see 0:13:35 that there were no speed regressions. 0:13:40 We had this idea, that was really Don Melton’s idea, 0:13:41 who was the manager of the team. 0:13:44 He had this little bit of sneaky logic 0:13:49 where he said, okay, team, if we check-in code 0:13:55 and it doesn’t make any speed regression, 0:13:57 only two things can happen. 0:14:00 Either the code will remain the same speed 0:14:02 or it’ll get faster, right? 0:14:05 And again, it’s just one of these simple things 0:14:08 that just turns out to be this profound truth. 0:14:13 Because as we would go over the weeks, the months, 0:14:17 hundreds and hundreds and hundreds of check-ins, 0:14:18 that’s what happened. 0:14:21 Either the code either stayed the same or it got faster. 0:14:24 And over time, because there was this speed priority 0:14:25 coming straight from Steve, 0:14:27 we would look for ways to make it faster. 0:14:32 And eventually, the Safari, when it was released, 0:14:37 it was three times faster than MSIE at loading web pages. 0:14:38 – Yeah, that’s fantastic. 0:14:43 – And the point is, again, Steve Jobs going out on stage, 0:14:48 he has this reputation of being this great marketer, 0:14:49 the reality distortion field, 0:14:52 anything that Steve says you’ll believe 0:14:54 just because he has this through the sheer force 0:14:55 of his personality. 0:15:00 But this was more of a matter of him just saying, 0:15:02 well, we executed on this plan, 0:15:04 we got a great result and here it is. 0:15:07 – So I love this idea that Steve set this goal early on, 0:15:09 ship the fastest browser that you can ship 0:15:10 ’cause when I launch it, 0:15:12 that’s what I’m gonna talk about. 0:15:14 And as I was thinking about 0:15:17 basically the software development process, 0:15:21 it’s rare for a CEO, a big company, 0:15:22 and Apple was a big company back then, 0:15:25 to be so intimately involved in the planning process 0:15:27 and how important do you think that was 0:15:30 to your age of design? 0:15:35 – Yeah, I think the way that Steve organized the company 0:15:40 and built the teams, built the culture, 0:15:44 was an essential part of how we did our work. 0:15:46 And the way I like to describe it 0:15:50 is that Apple was this wonderful combination 0:15:55 of top-down leadership and bottom-up contributions. 0:16:00 So Steve, the top-down part, 0:16:01 I think is almost well-known. 0:16:03 Steve was very, very clear. 0:16:06 He could be almost, you know, domineering, right, 0:16:11 in pushing his vision forward, right? 0:16:15 So when you worked at Apple in software development, 0:16:18 you knew what the vision was. 0:16:21 That was always very, very clearly communicated. 0:16:22 But it still was just a vision. 0:16:24 Now, sometimes he would get specific, 0:16:27 but most of the time he just would tell us, 0:16:30 “I want a great browser and it’s gotta be fast.” 0:16:34 And so with that as a brief handed over 0:16:38 to the engineering team, 0:16:40 it was our job to figure out how to do it. 0:16:43 And so then that’s where the bottom-up contribution 0:16:44 comes from. 0:16:46 He didn’t say, “I want you to make a performance test 0:16:48 “and I want you to institute this policy 0:16:52 “where every check-in doesn’t allow any speed regressions.” 0:16:54 I don’t know, we came up with that. 0:16:57 Providing that bottom-up contribution 0:17:00 that helped to realize the vision. 0:17:02 And then one of these other things, 0:17:05 and perhaps we’ll get into it a little more as we go, 0:17:07 because it is such an important part of Apple’s culture, 0:17:09 is that there would be demos. 0:17:14 So we would periodically, I remember quite clearly, 0:17:18 there was a 0.1, there was a 0.2 demo 0:17:23 where we needed to demonstrate the strength 0:17:26 and the potential of this open source idea 0:17:29 of the conqueror source code that we had chosen 0:17:32 and of our porting plan and efforts 0:17:35 before they would commit to going through 0:17:40 to the project, to go from 0.2 to 1.0. 0:17:44 – And with Steve at the demo at that point? 0:17:48 – He would see the code very, very often. 0:17:49 So that’s a little unusual. 0:17:52 I compare that to sort of a typical Silicon Valley company 0:17:55 where you’re doing these demos frequently. 0:17:59 And so in general, you sort of think of the CEO of a company. 0:18:00 This side is not being involved 0:18:02 in every single milestone, right? 0:18:04 ‘Cause you’re Safari on Mac OS. 0:18:06 Mac OS is one of the many products 0:18:09 that Apple was shipping at the time. 0:18:12 And so it seems unusual that the CEO 0:18:14 would be involved in this many demo points. 0:18:16 And how important do you think that is to sort of– 0:18:17 – Well Steve, I’m actually gonna dispute 0:18:19 one of the things that you said, if I may, 0:18:22 is that certainly during the Steve Jobs era, 0:18:27 and I still think to today here in 2019, 0:18:30 Apple didn’t ship a whole lot of products. 0:18:32 Back then, Steve, quite famously, 0:18:36 when he reestablished control over the company, 0:18:41 he came up with that product matrix, right? 0:18:45 Where we’re gonna have consumer product, a pro product, 0:18:47 a desktop product, and a portable product, right? 0:18:49 And so we’ve got four products. 0:18:51 And it’s the same operating system, right? 0:18:55 Mac OS, and so there’s actually very, very few products. 0:19:00 Now interestingly, when I joined Apple in June of 2001, 0:19:02 Mac OS X had come out, 0:19:04 and so we had that two-part product matrix 0:19:05 that we were still working in. 0:19:06 And that was still four months 0:19:09 before the announcement of the iPod, 0:19:14 which was just that beginning of Apple expanding out 0:19:17 from being, well, Apple computer to being Apple Inc, right? 0:19:20 You get into more consumer-focused products 0:19:24 that weren’t really thought of as being computers. 0:19:27 But because, I mean, the point of going through all that 0:19:30 is that since there were so few products, 0:19:35 Steve could keep tabs on what the software teams were doing, 0:19:42 that there was this big initiative to make a web browser 0:19:47 so he could keep tabs on it. 0:19:50 He could find the time on his schedule 0:19:53 to get updates on how the software was doing, and he did. 0:19:55 – Yeah, so it was sort of a focused thing, right? 0:19:57 But Steve’s saying, look, we’re not gonna have 0:19:59 that many SKUs, we’re not gonna have that many products. 0:20:01 Like, then I can put all my eggs in one basket, 0:20:03 get in and watch the basket very carefully. 0:20:07 – You say the word, and it is one of the best words, 0:20:10 perhaps the best word to describe Steve’s approach, 0:20:11 which is focus. 0:20:12 Focus on what? 0:20:14 Great products. 0:20:17 I mean, in those three words, focus, great products. 0:20:22 You get, you can distill down Steve’s approach, 0:20:25 his formula to just a couple concepts. 0:20:30 – Yeah, so you ship Safari, awesome browser, fast native. 0:20:34 You get a lot of people to switch over. 0:20:36 And then, at that point in your career, 0:20:38 after having been this individual contributor 0:20:40 that shipped this awesome product, 0:20:42 you thought, like many people in your shoes, 0:20:45 time to be an engineering manager. 0:20:46 So maybe talk a little bit about that story 0:20:50 of sort of how you thought about it, 0:20:51 and then how you got the job, 0:20:52 and then what the job was like when you got it 0:20:54 as your first engineering manager job. 0:20:59 – Right, well, I always try to think about, 0:21:01 well, what’s next? 0:21:06 And I don’t really have a big career vision. 0:21:10 It’s because, especially the tech world, 0:21:12 it changes so fast, right? 0:21:15 And so it always seems like you come to the end of one thing 0:21:17 and then that’s the moment to really decide 0:21:19 what the next thing should be. 0:21:21 And as you say, I mean, engineering management seemed 0:21:25 to be like this new domain that I didn’t have 0:21:28 a lot of experience in. 0:21:31 So I thought that this would be an interesting opportunity. 0:21:34 And so I pushed for it, I asked for it, 0:21:38 and it was actually Scott Forstahl, the software executive, 0:21:43 really instrumental in coming up with a lot of the 0:21:47 interesting user interface work in the iPhone software, 0:21:49 a project later, which I’m sure we’ll get to. 0:21:52 But he was the one who was in my management chain 0:21:53 who gave me this opportunity. 0:21:58 And so I started working on the Sync Services software 0:22:03 for the Mac, which at that time was really still the software 0:22:08 that would be up in the cloud and would help 0:22:11 two Macs sync with each other. 0:22:13 I mean, we didn’t really have– 0:22:15 – There were no phones, no iPods. 0:22:18 – Right, okay, so it’s like you have a computer, 0:22:19 desktop computer in the office, 0:22:21 you have a desktop computer at home, 0:22:23 or maybe you have a portable and a desktop, 0:22:27 and it was to get those systems exchanging some data, 0:22:30 your contacts, your address book, things like that. 0:22:35 And so I thought this was an interesting challenge, 0:22:37 and people were gonna be getting more devices 0:22:40 and things like that, but I found that very soon 0:22:42 after I got into the job that I was miserable, 0:22:47 that I hadn’t really reckoned, at that point in my career, 0:22:53 with what management really is, it’s about people. 0:22:58 I was still, certainly at that point in my career, 0:23:02 I was still fascinated by the software itself. 0:23:03 That’s what was attracted to me about sync. 0:23:07 It seemed like this distributed computing problem, 0:23:10 and I was enamored of the technology, 0:23:14 and you had client server, and all of this, 0:23:18 and not really, again, thinking about how the right focus 0:23:21 was to build a team, build a team culture, 0:23:24 support the people so that they could do the technology. 0:23:27 And again, at that point in my career, 0:23:29 I wasn’t really ready for that, 0:23:31 and I found myself within just a couple of months 0:23:33 that I was miserable. 0:23:37 – Yep, it’s the lament of a lot of first-time managers, 0:23:39 which is you think, on the other side of it, 0:23:41 of course I want a manager job, it’s the way up, 0:23:43 it’s the natural hierarchy, and then you get there, 0:23:47 and your job is about shipping a team and not a product. 0:23:48 And a lot of people go through that, 0:23:51 oh, I don’t wanna ship a team, I wanna ship a product. 0:23:52 – Right. – All right. 0:23:53 So it sounds like that’s what you did, 0:23:55 you sort of went back to being– 0:24:00 – Yeah, well, I had almost the shape to say, 0:24:02 it was like a mini meltdown, I went to Scott Forstall, 0:24:05 and I said, hey, look, Scott, I don’t wanna do this, 0:24:08 I led you astray, led myself astray, I quit, 0:24:10 I offered a resign, ’cause I know, 0:24:13 and part of the thing was that it was a feeling 0:24:16 of responsibility that I had taken on a responsibility 0:24:18 that now I did not want to fulfill, 0:24:21 and I felt like, well, the only thing for me, 0:24:22 there’s really just two choices, 0:24:25 I could continue on being miserable about it, 0:24:28 or I could just go and say, look, I’m done with this, 0:24:31 I submit my resignation. 0:24:34 So Scott was like, whoa, whoa, whoa. 0:24:36 Just a second, stop right there, 0:24:38 I wanna understand what’s going on there. 0:24:40 So I explained to him what I just explained to you 0:24:43 about really wanting to still be in closer touch 0:24:44 with the technology, and so he said, 0:24:49 okay, well, just go away, he was not pleased with me. 0:24:52 – Yeah, yeah, we got to the management job you asked for. 0:24:53 – You said that you wanted it. 0:24:55 – Right in now, you’re coming back in now, 0:24:57 a couple months later saying that you want something else, 0:24:59 what’s going on. 0:25:02 So yeah, he wasn’t that happy, but he had– 0:25:05 – And at that time, you had sort of started taking calls 0:25:07 from Google recruiters, right? 0:25:09 – Yeah, I mean, because I thought that I was resigning, 0:25:11 so I just need to go get another job. 0:25:14 So I actually did, and I went to– 0:25:16 – Full interview cycle, right? 0:25:18 – I went and did the interview process at Google, 0:25:20 and they offered me a job. 0:25:22 – So you were serious, you were ready to go? 0:25:25 – Well, I was serious, I was serious. 0:25:29 But I turned it down, I turned down that job 0:25:32 because Scott continued to engage with me, 0:25:36 and he said, just kind of sit tight, 0:25:39 maybe we’ve got something for you, 0:25:42 and a couple of days later, 0:25:47 it was actually my direct manager at the time said, 0:25:52 come here, and he took me into his office, 0:25:55 and he said, we want you to work on this new project, 0:26:00 sign this paper, and I kind of thought 0:26:04 there was just the barest little hint on the grapevine, 0:26:07 so I just like, reach out, I signed the paper, 0:26:09 and he said, yeah, we’re making a cell phone. 0:26:10 – Yeah. 0:26:11 – And you’re now on the team. 0:26:12 – So that’s fascinating, right? 0:26:15 So this is a great part of Apple 0:26:16 that’s sort of very different than most Silicon Valley 0:26:18 companies, which is in most Silicon Valley companies, 0:26:20 if you get assigned to another project, 0:26:22 there’s not this level of secrecy, 0:26:24 you’re not signing papers saying, 0:26:25 so tell me a little bit about that, 0:26:28 like what did they read you into at the time? 0:26:30 It was purple at the time, right, what’s the code name? 0:26:34 – You know, the funny thing is that at Apple, 0:26:37 I was already under this blanket non-disclosure. 0:26:38 – You couldn’t say anything about it. 0:26:41 – I mean, for the whole time that I worked there, 0:26:44 I was under these document retention orders, 0:26:47 I would get these periodic emails from the lawyers saying, 0:26:52 do not destroy anything because of the work that I had done 0:26:55 was then submitted in patents and, you know, 0:26:57 perhaps there was gonna be patent litigation. 0:27:01 So this is just the whole mindset, 0:27:03 the whole culture of what Apple was. 0:27:06 There was secret, we were doing patentable 0:27:08 where we were trying to innovate, 0:27:12 and we were interested in treating that work 0:27:15 as a trade secret, something that was valuable 0:27:17 to the company. 0:27:19 – So already super secret culture. 0:27:21 And then you have to sign something, 0:27:22 which is I’m gonna introduce you 0:27:25 to an even more secret culture inside Apple. 0:27:27 It’s kinda like the, you know, when you do the logic classes, 0:27:30 like infinite sets can be larger than other infinite sets. 0:27:31 – That’s right. 0:27:31 – Like now you’re into the larger– 0:27:33 – That’s right, now you’re into a bigger, 0:27:37 bigger, deeper, darker infinity, that’s right. 0:27:40 It is a bottomless well, truly. 0:27:45 And so, yeah, so I had to sign this additional NDA 0:27:47 and yeah, I got introduced to this project, 0:27:51 it was called Purple, the code name for iPhone 0:27:52 and it was in development. 0:27:57 And my job was to join the software effort, 0:28:00 which at that point was maybe six or eight people. 0:28:01 – That’s a tiny team. 0:28:02 – It’s a tiny little team. 0:28:06 To do what I like to term the high level software. 0:28:10 The plan was that we were gonna take 0:28:13 as much of the Mac as possible 0:28:17 and bring it over and squeeze it into one of these, 0:28:20 you know, a tiny little, you know, smartphone form factor. 0:28:24 And so we were gonna take the operating system kernel 0:28:26 and some of the low level libraries, 0:28:29 you know, the networking stack, things like this, 0:28:33 the graphics stack, but above the level of core graphics, 0:28:37 which was the, you know, the low level graphics library. 0:28:40 Above that, it was then, I was invited onto the team 0:28:43 that was gonna invent the touchscreen OS. 0:28:44 So we weren’t gonna take any of the, 0:28:47 naturally the mouse tracking or handling 0:28:50 or anything of app kit, which was the, you know, 0:28:52 the user interface level software for the Mac, 0:28:55 we were gonna make that from scratch for the phone. 0:28:58 So what became UI kit for people who know 0:29:01 about the, you know, the technology for what became, 0:29:04 you know, the iPhone software, iOS, that was our job. 0:29:07 And so we started with it with a clean slate. 0:29:11 And that slate was pretty well clean when I joined again, 0:29:14 just about six or eight people on that effort at the time. 0:29:16 – Yeah, so they tap you on the shoulder, 0:29:18 you’re on the purple team, it’s like six to eight people. 0:29:20 So tell me about the people on the team. 0:29:21 Like what are the roles? 0:29:22 Are there product managers? 0:29:23 Are there UX designers? 0:29:24 – Right, right. 0:29:26 So when I say six or eight people, 0:29:27 that was software engineers. 0:29:28 – Yeah. 0:29:30 – There was also this other team of designers, 0:29:33 which in Apple, we called the human interface team, 0:29:35 the HI team, right, human interface. 0:29:39 And though that was the team of designers, 0:29:42 they would do graphic design, animation design, 0:29:44 but they would also do concepts. 0:29:48 They would provide the thinking behind what is going 0:29:50 to be the experience of the person 0:29:54 that is gonna be using this product that we make. 0:29:56 And so there was this small team, 0:30:01 half dozen software engineers and HI designers, 0:30:04 and then executives, managers. 0:30:06 So there was a fellow named Henri 0:30:09 who was leading the software engineering team. 0:30:10 There was a fellow named Greg Christie, 0:30:13 who was the day-to-day manager of the HI team. 0:30:15 They both reported to Scott Forstahl, 0:30:18 who was the executive, who reported to Steve. 0:30:19 And that was it. 0:30:21 That was the team. 0:30:23 Now, eventually we wound up adding, 0:30:26 over time, the more people, 0:30:29 we probably never had more than 20 software engineers 0:30:32 and maybe 10 designers. 0:30:36 Those two managers and the executive and Steve, 0:30:37 and that was it. 0:30:41 And so there were no product managers. 0:30:43 No product managers, no QA engineers. 0:30:44 No, like until later. 0:30:45 Until later. 0:30:49 So the core of it that got the whole product going 0:30:52 is software engineers, human interface designers, 0:30:52 and executives. 0:30:57 Yeah, we added then a program manager. 0:30:59 So there were maybe like two people 0:31:02 in just managing the schedule, tracking risk, 0:31:05 looking at the bugs. 0:31:07 A couple of QA people joined. 0:31:10 But at Apple, certainly from my standpoint, 0:31:12 I can consider them engineers. 0:31:15 Yeah, they’re the QA engineers. 0:31:18 And so, but still, that still is all encompassed 0:31:21 in the numbers that I gave you. 0:31:25 And in a way, I say there were no product managers, 0:31:30 but I would say that we had one product manager. 0:31:31 There’s two ways that I could say it. 0:31:34 We either had one product manager, Steve. 0:31:34 Right. 0:31:36 Yes, the ultimate decider. 0:31:37 Right? 0:31:39 Or that we all were. 0:31:40 We all were. 0:31:44 It was all our responsibility to make sure 0:31:47 that the product was going to be great for people. 0:31:50 We all shared commonly in that responsibility. 0:31:52 So that’s really interesting. 0:31:54 ‘Cause you sort of distribute the responsibility. 0:31:55 Now it’s everybody’s responsibility, 0:31:58 but a lot of companies would think, 0:32:00 ooh, I’ve got to have a throat to choke. 0:32:02 I’ve got to have like the one person. 0:32:03 But of course, at Apple, that’s one. 0:32:04 So we did, right? 0:32:05 One person with Steve. 0:32:07 Okay, well it’s, but then another way. 0:32:10 When you get down to the level of features, 0:32:11 we had this notion at Apple 0:32:14 of directly responsible individuals. 0:32:15 Oh yeah. 0:32:16 Let’s talk about this. 0:32:18 So we had DRIs, right? 0:32:22 And so when I started working, 0:32:25 when I was invited to join the Purple Effort 0:32:28 because of my experience on the web browser, 0:32:31 I started working on making, crunching down Safari, 0:32:33 optimizing Safari so that it could fit 0:32:37 on a smartphone operating system and form factor. 0:32:41 And, but then after a couple of months, 0:32:46 we had a bit of an impasse with the software keyboard. 0:32:50 And we had what was really quite unusual, 0:32:52 really unique in my experience at Apple, 0:32:56 is that this was judged to be 0:32:58 that the development of the software keyboard 0:33:01 was judged to be a sufficiently high risk. 0:33:04 And that the risk was not being matched 0:33:08 by a commensurate progress, right? 0:33:10 I mean, the whole thing was high risk, right? 0:33:13 We’re gonna make a whole new touch screen operating system, 0:33:13 right? 0:33:15 So the whole thing was high risk. 0:33:17 But the thing is, is that we were making 0:33:20 good incremental progress on most of those areas. 0:33:24 Touch screen and the UI kit and Safari 0:33:26 and messages and calendar and you know, 0:33:28 all of these, you know, the phone app and, 0:33:32 but the touch screen keyboard was lagging behind 0:33:34 all of these other projects. 0:33:37 And so one day, it really, really again, 0:33:39 a unique in my experience, 0:33:42 Henri, who was the software engineering manager, 0:33:46 called all of the engineers out of our offices 0:33:48 into the hallway, we had a group meeting, 0:33:49 again, about two dozen people, 0:33:51 probably even less than that. 0:33:53 And said, okay, you all stop. 0:33:54 Stop what you’re doing. 0:33:57 Stop working on the calendar, the phone app, 0:33:59 you know, the user interface, a level software, 0:34:01 everything, stop. 0:34:04 Starting from now, you’re all keyboard engineers. 0:34:06 – Wow, that is crazy. 0:34:07 Like the entire team. 0:34:09 – Tire team, stop. – Everybody’s a keyboard engineer. 0:34:12 – Because the idea was that if we don’t crack 0:34:16 this problem, we might not have a product. 0:34:18 – Yeah, so I think we need to take people back 0:34:19 to that era, right? 0:34:21 Because this seems super counterintuitive 0:34:24 that you’d put all 20 people on one project. 0:34:27 And so, take us back in time. 0:34:30 So the most popular phone at the time was the CrackBerry, 0:34:31 right? – Yeah. 0:34:33 – The RIM BlackBerry, and it has a physical keyboard. 0:34:34 – Has a physical keyboard. 0:34:39 And so, this was in the fall of 2005. 0:34:42 And again, to just give the time perspective, 0:34:44 Steve stood up on stage and announced the iPhone 0:34:47 in January of 2007. 0:34:50 So again, this is a really, really compressed time scale. 0:34:54 So where, just a little bit more than, 0:34:58 you know, less than a year and a half out from the day 0:35:01 where we were trying to hit that target. 0:35:02 – Yeah, 18 minutes, not a lot of time. 0:35:07 – And we still had really nothing to show 0:35:11 for this effort to give a solution for our phone, 0:35:13 which would compete with the BlackBerry, right? 0:35:16 Of course, the BlackBerry had this wonderful keyboard, 0:35:19 the hardware keyboard, the little plastic keys, 0:35:21 click, click, click, click, the little chick-lip keys. 0:35:23 And again, you said the word CrackBerry. 0:35:28 People loved the products, a great product, right? 0:35:32 But we were gonna provide this different vision 0:35:34 for what a smartphone would be, 0:35:35 is that it was gonna be this, 0:35:38 that there wasn’t going to be enough room 0:35:43 for a plastic keyboard with the keys fixed. 0:35:46 We were gonna give more of the front of the display 0:35:49 over to a screen, to software. 0:35:53 And so the keyboard had to be in software. 0:35:56 – And the idea of all the sort of software-based keyboard 0:35:59 was one of the design things that came from Steve early. 0:36:00 – Yes. 0:36:01 – Like it was just like, look, this is non-negotiable. 0:36:02 I’m not shipping a physical keyboard. 0:36:03 – That’s right. 0:36:08 No, his idea was that we need a keyboard some of the time, 0:36:13 but we certainly don’t need it all of the time. 0:36:16 And so the idea of the keyboard being in software 0:36:18 is that it could get out of the way, 0:36:20 it could go off the screen, 0:36:24 which would then make the rest of that screen real estate 0:36:27 available for a customized user interface that was great, 0:36:30 that was optimized for either the phone app, 0:36:35 or if it’s the calendar, you can see more of your appointments 0:36:37 or see more of a month view for the calendar. 0:36:40 So it was absolutely essential that the keyboard could get 0:36:42 out of the way when you weren’t using it, 0:36:44 so that the device could be opened up 0:36:48 for these other better, richer experiences in the apps 0:36:49 that we were gonna be shipping. 0:36:52 – And what problems were you running into at the time? 0:36:54 Like were people missing keys, 0:36:55 were the keys not big enough? 0:36:56 Like what caused the– 0:36:59 – Yeah, okay, again, I mean, it’s in some ways, 0:37:04 it’s hard to think back given how history has played out, 0:37:07 right, that we have our phones now, 0:37:11 and maybe you’ve got, I’ve got my phone here today, 0:37:14 and I’m two thumb typing, and I’m hardly even looking 0:37:18 at whatever, back when we were working at this early stage, 0:37:23 and we were all new to interacting with touch screens, 0:37:27 we found that we had this real sense of apprehension, 0:37:30 apprehension whenever we were gonna touch a target 0:37:35 on the screen that was smaller than our fingertip, right? 0:37:39 That was actually a really interesting threshold 0:37:42 that, a constraint that we were dealing with 0:37:44 when we were designing the user interface, 0:37:46 is that if the target that you were going for 0:37:49 was larger than your finger, you could target, 0:37:51 because you could maybe move your head 0:37:52 a little bit out of the way, 0:37:55 and you could see what you were going for. 0:37:59 If the target was smaller than your fingertip, 0:38:00 it’s like, did I get it? 0:38:01 I don’t know, right? 0:38:05 And so we started, we didn’t have the tactile feedback 0:38:07 of that blackberry, right? 0:38:10 You could feel the edges of the keys with your fingers, 0:38:11 and of course with the touch screen, 0:38:14 it was just this sheet of glass. 0:38:16 And so that’s the challenge with the keyboard, 0:38:18 is that you needed enough keys 0:38:21 to have a typing experience, right? 0:38:24 But in order to give the number of keys necessary, 0:38:26 the keys needed to be smaller than your fingertip. 0:38:27 So what do you do? 0:38:32 And so it turns out that through investigation, 0:38:36 and lots of demos, and lots of sleeveless nights, 0:38:39 that the way to close that gap 0:38:42 was to give software assistance, yeah. 0:38:44 And so on Rewave the Magic Wand, 0:38:46 everybody now is a keyboard engineer, 0:38:48 everybody needs to figure out 0:38:50 how we’re going to make a reliable keyboard 0:38:51 that’s delightful. 0:38:53 And so what happened from that point? 0:38:56 Was it like a series of demos, 0:38:57 where people just demo, yeah. 0:38:59 – Yeah, we did this series of demos. 0:39:03 We see, again, going back to the way 0:39:05 that it was on that hallway, 0:39:07 and it was just one hallway, 0:39:09 since it was so few people. 0:39:11 It was sort of 20-ish people. 0:39:13 And we all had our individual offices at the time. 0:39:16 This was not open plan office, right? 0:39:17 Everybody had their office. 0:39:19 Mine, when I was working and thinking, 0:39:21 I had my door closed, right? 0:39:23 But then, okay, so I would be in my office 0:39:24 with my door closed, 0:39:27 and I would come up with a demo, an idea, right? 0:39:29 That could be represented in a demo. 0:39:30 Then I opened the door, and I go and see 0:39:34 who else’s door is open, and say, here, try this, right? 0:39:36 And so we would have this culture. 0:39:38 We were all demoing to ourselves, 0:39:40 all the time, and when we were set off 0:39:42 on this thing, you’re all keyboard engineers now, 0:39:44 well, we all just went in our own directions. 0:39:48 Some of us had already well-established, 0:39:51 collegial relationships, 0:39:52 where I would collaborate a lot with you, 0:39:53 and some other people, 0:39:56 they had maybe, they worked by themselves. 0:39:57 Some people had a good relationship 0:39:59 with one of the H.I. designers, or whatever. 0:40:01 So we just cobbled together our own little teams, 0:40:06 our own little efforts, and started making demos. 0:40:08 And again, trying to combat this problem 0:40:10 of the keys being too small. 0:40:12 So one idea that we experimented with 0:40:16 was making larger keys with multiple letters on the keys. 0:40:20 I started experimenting with software assistance. 0:40:22 Maybe there could be a dictionary on the phone 0:40:25 that the software could consult 0:40:31 to provide suggestions that may be much like we have today, 0:40:34 that there’s this bar on top of the keyboard 0:40:36 that is updating as you’re typing keys, 0:40:39 giving you some notion of what the software thinks 0:40:40 you’re trying to do. 0:40:42 – AutoCorrect, the author of AutoCorrect, 0:40:45 which is now not only super useful on the phone, 0:40:47 but probably my favorite comedy genre. 0:40:51 So go watch the Facebook videos 0:40:53 on AutoCorrect comedies, they’re fantastic. 0:40:55 – Yeah, well, sorry about that. 0:41:00 So eventually, the breakthrough, if you will, 0:41:06 that made it possible for software keyboards 0:41:10 to really work in a shipable product 0:41:13 was a software assistance to the extent 0:41:18 that the software may change the letters that you type. 0:41:19 – Right, right. 0:41:21 – That it’ll change it to what it thinks 0:41:22 rather than what you did. 0:41:26 And it’s actually, this phrase is really, really important. 0:41:28 I think really, really, one of the important 0:41:31 organizing concepts for so much that we did 0:41:34 to make the touchscreen operating system work 0:41:37 is because you didn’t get this tactile feedback 0:41:41 because you couldn’t feel the edges of either keyboard keys 0:41:44 or any button or anything in the user interface 0:41:46 is that the software had to be there 0:41:50 working behind the scenes to give you what you meant 0:41:52 maybe differently than what you did. 0:41:53 – Yeah. 0:41:55 And how did you come up with this idea? 0:41:57 ‘Cause this is a classic thinking outside of the box idea, 0:41:59 right, like if you were gonna try to solve this problem, 0:42:03 I bet you saw a lot of variations of sort of key sizes 0:42:06 and that type of thing, but like consulting a dictionary, 0:42:09 putting up suggested words, like where did the idea come from? 0:42:11 – It’s just this iterative process. 0:42:13 It just takes a long, long time. 0:42:16 You start with ideas, maybe somebody else. 0:42:20 It does a demo that does an idea and you had your idea 0:42:23 and you think, oh, maybe if I can combine those two ideas 0:42:28 and make a demo that does the best of everything that I see. 0:42:34 And it was just this collaborative soup 0:42:37 of ideas all swirling around and you just take the, 0:42:42 all of us were, there was a sense of friendly competition. 0:42:45 And it was both of those. 0:42:47 We all wanted to do the best. 0:42:48 We all wanted to be the one. 0:42:53 I mean, I think we all had a sense of maybe a sense of ego 0:42:56 that we wanted to be the one to crack this hard problem 0:43:01 that we were given, but it was all very friendly 0:43:06 in the end that if your idea wound up winning, 0:43:12 proving useful, yeah, you got a little bit of sort of geek, 0:43:15 you know, cred for that on the hallway. 0:43:19 Everybody knew who it was that came up with the idea. 0:43:20 – I wanna talk to you a little bit 0:43:22 about this sort of secrecy, right? 0:43:23 You got read into the Holy of Holies. 0:43:27 It’s more secret than sort of other parts of Apple. 0:43:29 And at one point you decided 0:43:32 as you were refining the auto-correct algorithm 0:43:35 that there were actually experts outside of the purple team 0:43:36 that might be able to help. 0:43:39 But of course they hadn’t been disclosed. 0:43:43 And so like, what was that like to try to go get their help? 0:43:47 – It was tough, it required getting approval. 0:43:50 It’s like, well, I’m gonna go and talk to these people. 0:43:55 But there was no process really at that point 0:43:56 to get them disclosed. 0:44:00 I mean, really, at a certain point, 0:44:04 Steve was still personally approving every person 0:44:07 that was submitted to get disclosed on the project. 0:44:08 But I did get permission to talk to them. 0:44:10 So as long as I told them, 0:44:13 I can’t tell you why I want to know 0:44:18 how, say, the Japanese input method works. 0:44:21 You know, the way the Japanese works 0:44:23 is that there is this input method 0:44:26 that there is a sophisticated way 0:44:29 to take the keys that a user types 0:44:32 and turn it into the Japanese language, 0:44:36 a text that actually reads as Japanese. 0:44:40 And so that just won’t get into the details of that, 0:44:43 but it seemed like it was similar in a way, 0:44:45 I mean, at least in the thought processes, 0:44:49 is that we have this real software 0:44:50 wearing away in the background, 0:44:52 other than, you know, different than, say, 0:44:54 just like a desktop keyboard, 0:44:57 where if you type the A, you get an A, right? 0:45:00 And so I went and talked to them. 0:45:02 But, you know, in the end, 0:45:07 it was just more of a conceptual help 0:45:11 than really anything concrete 0:45:13 that I could put into the software. 0:45:16 It just turns out really that the problem 0:45:17 that I was trying to solve, 0:45:19 which is really input correction, 0:45:22 that you weren’t sure what key you hit, 0:45:26 was a class of problem that was different enough 0:45:28 that it really required different solutions. 0:45:30 – Yeah, looking back at it now, 0:45:31 which is sort of the extreme secrecy, 0:45:34 you couldn’t really describe the problem, right? 0:45:36 And so as a result, you got some conceptual help, 0:45:37 but not sort of concrete design help. 0:45:40 Would you think of this sort of tiers of secrecy 0:45:42 inside Apple as a feature or a bug, 0:45:43 or somewhere in between? 0:45:44 – Yes. 0:45:45 (laughing) 0:45:46 Yes. 0:45:52 You know, the thing is, I think there is a really 0:45:57 underestimated power in keeping your team small. 0:46:03 The cohesion, the small unit cohesion that you have, 0:46:09 where simple things like we’re gonna have a meeting, 0:46:11 who do we invite? 0:46:13 Well, everybody, right? 0:46:16 We’re gonna have a team meeting, right? 0:46:18 Where we’re gonna talk about important milestones, 0:46:20 where we’re gonna call everybody out of their office. 0:46:22 Henry could say, “Hey, everybody, 0:46:25 “come out of your offices, please.” 0:46:30 And within 30 seconds, everybody was standing there, right? 0:46:34 So you get these, there are advantages 0:46:36 to keeping things really, really small. 0:46:40 And of course, then there is the disadvantage 0:46:45 that when you are trying to tackle difficult problems, 0:46:49 you may not have all of the talent that you need. 0:46:54 And you may not have a sufficient amount of diversity. 0:46:55 Right? 0:46:56 Right? 0:46:59 That all the, you know, especially a company like Apple 0:47:01 is trying to make products for everybody. 0:47:04 Well, how do you design for everybody, right? 0:47:09 If the design team is in a microcosm of everybody. 0:47:15 And so there are these really profound challenges, right? 0:47:18 Back in these times, we did the best that we could 0:47:21 within the constraints. 0:47:24 And we tried to then really tap into the benefits 0:47:28 that the smallness and the secrecy gave us as well. 0:47:29 Yeah. 0:47:31 Another funny thing that I learned reading your book 0:47:33 is the secrecy was so extreme 0:47:35 that like you didn’t even know what the product 0:47:36 was gonna be named. 0:47:38 And so like the word iPhone wasn’t even in the dictionary. 0:47:39 That’s right. 0:47:40 It’s like after Steve launched. 0:47:41 That’s absolutely true. 0:47:46 So there was, we were all heading toward this announcement 0:47:51 for the iPhone in January of 2007. 0:47:56 And so if you remember how Steve introduced the product, 0:48:02 he said, give his very dramatic introduction. 0:48:07 As we said, that something to the effect of, 0:48:10 well, we’ve got a groundbreaking product 0:48:14 and you privilege to be involved in a product like this, 0:48:16 maybe once in your career, 0:48:19 but Steve, he had been involved with the Mac 0:48:20 and then the iPod. 0:48:25 And he said, we’re gonna have three new products 0:48:26 of this class today. 0:48:27 And I’m saying like, wait, 0:48:29 there were two other secret projects 0:48:30 that I didn’t know about. 0:48:34 I mean, truly for a moment, I didn’t get. 0:48:35 And it’s like, oh, no, no, no. 0:48:37 It’s just how he’s gonna tell the story. 0:48:38 My product he’s talking about. 0:48:39 That’s right. 0:48:41 That’s gonna be the phone 0:48:44 and it’s gonna be the touch screen music player 0:48:46 and then the internet communicator 0:48:48 and that how, no, this is actually all just one product. 0:48:50 Then we call it iPhone. 0:48:53 And when he said that, that’s when I knew 0:48:56 that I was gonna have to go back the next day 0:48:59 and add iPhone to the auto correction dictionary. 0:49:00 – That’s awesome that he fooled you too. 0:49:02 ‘Cause he fooled me, like, click line. 0:49:04 Now I got, like, you were working on it 0:49:05 so I don’t feel quite as bad. 0:49:06 – Well, you just, I mean, again. 0:49:08 – I fell for it. – The secret is that, 0:49:10 oh, you know, I have to admit that it was just a moment 0:49:12 where it’s just like, wait, wait a second. 0:49:13 Is there something that I don’t know? 0:49:15 I was like, no, it can’t be. 0:49:20 But, yeah, it was, that was just the culture 0:49:23 and the times and the way Steve liked to run things. 0:49:25 – Yeah. 0:49:27 – Now a feature we all take for granted now 0:49:30 actually didn’t appear in iOS until several releases later 0:49:32 and that’s copy and paste. 0:49:34 So I wonder, at the time, did you guys talk about that 0:49:36 and did you make an explicit decision to sort of like, 0:49:38 yep, let’s ship without copy and paste 0:49:39 and was that contentious? 0:49:40 ‘Cause on the surface of the scene, 0:49:42 like, that’s contentious? 0:49:43 – Yes, yes, it was. 0:49:48 But one of the other things that we were really expert at, 0:49:52 to bring back the word that we talked about earlier was focus. 0:49:58 In that we were very, very good, 0:50:03 really very, very early in the development process 0:50:05 to say what was in and what was out. 0:50:06 – Right, physical keyboard. 0:50:08 – Out, that was super early. 0:50:10 – That’s right, very, very early. 0:50:14 And that it was clear that this was, 0:50:19 that getting the text entry system working at all 0:50:21 was going to be one of the real challenges. 0:50:26 I mean, I got used to being in the team meetings 0:50:29 where Anri, team engineering meetings, 0:50:30 again, everybody’s in the room, 0:50:31 so we’ve got 20 people in the room 0:50:35 and Anri is up at the front of the room 0:50:39 and he’s got a keynote slide deck 0:50:42 and he’s saying, okay, big challenges, 0:50:44 well, keyboard, of course, 0:50:46 and then whatever other challenge they may have been 0:50:48 and those challenges came and went, 0:50:49 but keyboard was just a constant 0:50:53 throughout the whole 18 month development cycle. 0:50:57 And so we knew that we wanted cut copy paste, 0:51:00 but we knew that there was simply not gonna be time for it. 0:51:04 So we didn’t spend any real development effort on it. 0:51:07 The one thing that I did implement 0:51:11 for the first iPhone was the loop. 0:51:12 So you press and hold 0:51:14 and it would give that little magnifying glass 0:51:17 above your finger that would show. 0:51:20 And the whole idea of that is that we wanted your finger 0:51:23 to be right where the insertion point, 0:51:25 the little cursor would move. 0:51:28 And so then we needed to show you what, 0:51:31 and so this was an idea that I came up with, 0:51:34 but then there was no time to capitalize that 0:51:36 and expand on that to do cut copy paste. 0:51:41 And it even got delayed an extra year 0:51:43 because in the second year, 0:51:46 after we did the initial release of the iPhone 0:51:47 and then we had that six month delay 0:51:50 before we did the first customer shipments. 0:51:54 And then that whole next year was taken up 0:51:58 by making third party APIs. 0:52:01 – Yep, so two releases before you had copy and paste. 0:52:02 – That’s right, that’s right. 0:52:04 – And so I wanna get right into this 0:52:08 ’cause look, Apple was famous for having exquisite taste 0:52:11 around these design trade-offs. 0:52:13 And a feature like copy and paste kind of feels like, 0:52:15 wait, you’re arguing against copy and paste? 0:52:18 Like, that’s not a great user experience. 0:52:22 And so like, how did the argument evolve? 0:52:25 And sort of the big setup is, look, there’s taste, 0:52:27 taste making, making hard decisions like this. 0:52:29 And then there’s sort of another style of decision making, 0:52:31 which sort of Google made super popular, 0:52:34 which is just relentlessly A/B testing everything, right? 0:52:35 – Right. 0:52:37 – And so like maybe the way Google would have come 0:52:40 at this challenge is, all right, let’s give people tasks. 0:52:41 This one has copy and paste, 0:52:43 this one doesn’t have copy and paste, let’s A/B test it. 0:52:46 – But Apple made sort of like what I would argue 0:52:49 is a pretty courageous call, right, 0:52:54 that seems to fly against the user intuition to exclude it. 0:52:56 – Yeah, well, it was simply a matter 0:52:59 of setting the constraints and keeping them. 0:53:03 And again, maybe if we had doubled the size of the team, 0:53:05 we could have gotten some other things done, 0:53:06 but maybe not to the same level of quality. 0:53:09 And again, once you start adding people, 0:53:11 other things begin to break down, right? 0:53:13 You can’t invite everybody to the team meetings, 0:53:16 so you can’t find a conference room big enough, right? 0:53:18 – And now there’s 40 people who can break the build. 0:53:19 – That’s right, that’s right. 0:53:21 I mean, how you start to have problems like this. 0:53:25 And so we just decided that, well, 0:53:29 it’s like a Steve way of maybe communicating this was, 0:53:32 look, this is the greatest product ever, right? 0:53:35 The touchscreen iPod, 0:53:37 it’s the greatest iPod that we’ve ever shipped. 0:53:39 It’s got all these great features. 0:53:41 It’s a phone, it’s got web browsing 0:53:43 that you can take anywhere with you now. 0:53:45 And there’s no copy-paste, well, who cares? 0:53:46 Well, we’ll get to it, right? 0:53:48 I mean, in the meantime, you’ve got this, 0:53:51 the most amazing product that we’ve ever made. 0:53:56 And so that was, and Steve just was, 0:53:57 in his mind, 0:54:03 he believed that the things that we did do 0:54:05 were good enough to counterbalance 0:54:06 for the things that we couldn’t do. 0:54:09 – So that’s great. 0:54:10 Great segue to sort of the next segment. 0:54:12 I’d love to sort of take us into 0:54:14 what it was like to demo for Steve. 0:54:17 Like, what was the room like, who’s in there? 0:54:19 Like, what’s the emotion of it? 0:54:20 (laughing) 0:54:22 – Everybody wants to know this, right? 0:54:22 – It’s pretty– 0:54:24 – It’s probably the scariest room in Silicon Valley. 0:54:27 – It was pretty, it was pretty scary. 0:54:30 Steve could be intimidating though, 0:54:33 is there is absolutely no doubt about it. 0:54:37 But to get back to this point I mentioned before 0:54:39 of the top down and the bottom up, 0:54:42 as I mentioned, except for this very brief 0:54:44 interlude where I was a manager, 0:54:46 throughout my whole Apple career, 0:54:48 over 15 years, almost 16 years, 0:54:50 I was an individual contributor. 0:54:53 And yet I got the opportunity to demo to Steve 0:54:56 some of the latest work that I did 0:54:59 at various points in my career. 0:55:04 Because he wanted to see from the person who did the work. 0:55:08 And because when he would ask questions, 0:55:11 well, go and ask the expert, right? 0:55:15 And go ask the person who is the DRI, right? 0:55:16 The directly responsible individual, 0:55:19 the person who is, at least according to plan, 0:55:21 the person who when they lose sleep, 0:55:24 they are losing sleep over that thing 0:55:26 that they’re gonna be demoing to me. 0:55:28 So that’s what he wanted to do. 0:55:31 And these demos were very, very small affairs. 0:55:36 Now, interestingly, the demo room for Steve, 0:55:39 the software demo room was this really 0:55:41 just shabby little room. 0:55:42 – That’s not what you would expect 0:55:44 for Steve Jobs’ command performance, right? 0:55:47 – This pristine room that it’s– 0:55:48 – Beautiful lawn mood. 0:55:52 – It’s not like an air filter, the air is clean, 0:55:55 or like the scent of redwoods 0:55:57 or something like that, piped in and no. 0:55:59 No, it was this shabby little room 0:56:01 with this mangy old couch 0:56:04 and just standard issue office furniture. 0:56:07 And that’s what there was. 0:56:10 I don’t know why he didn’t want better, 0:56:14 but the only reason that I can say 0:56:16 is that again, it was a matter of focus. 0:56:18 He was focused on looking at the software 0:56:19 and not worried about the decor. 0:56:21 – Yeah, all right, so take us in the room. 0:56:23 It’s a mangy couch who’s in the room. 0:56:26 Let’s do the version where you’re trading off 0:56:28 sort of the keyboard with the big keys 0:56:28 or the keyboard with the little keys. 0:56:31 – Okay, so now, so skipping ahead a couple of years 0:56:35 after the original iPhone 0:56:37 when we were then doing the original iPad. 0:56:41 So this is now 2009 as I recall. 0:56:43 So a couple of years later. 0:56:48 And so this is actually an original iPad right here. 0:56:50 And it’s actually a really good one, 0:56:53 which is actually autographed by Steve Jobs. 0:56:55 So this was the iPad that I got 0:56:59 at the end of the iPad development process. 0:57:02 But back at the beginning of the iPad process, 0:57:05 I would have a prototype that looked pretty much like this. 0:57:08 And so we were thinking of, well, 0:57:11 what’s the typing experience gonna be like? 0:57:13 And so here’s an original iPhone and original iPad. 0:57:14 Well, we’ve obviously got a bigger screen. 0:57:15 – A lot of pixels now. 0:57:17 – Right, so now what are we gonna do 0:57:20 to make great use of these additional pixels that we have? 0:57:23 And one thing that I also noticed was 0:57:25 if you turn the iPad to landscape, 0:57:30 that screen distance is actually just about the same 0:57:32 as the distance between the Q key 0:57:35 and the P key on a laptop keyboard. 0:57:38 So I was thinking, hey, like, wait a minute, 0:57:41 we could maybe fit a full-size, 0:57:46 something that is a full-size keyboard on a landscape iPad. 0:57:51 Now it turns out that right around at the same time, 0:57:53 one of the H.I. designers, 0:57:55 one of my favorite H.I. designers 0:57:56 that I really loved working with 0:57:58 and who I had also collaborated with 0:58:01 on the iPhone keyboard, Basa Orting, 0:58:04 he was starting to think about iPad keyboards as well. 0:58:06 And so he had come up with this demo 0:58:10 where he had all of these variations, 0:58:11 all of these ideas. 0:58:15 And so he gave me a demo where he went through, 0:58:17 he showed me 10, 20 different ideas, 0:58:21 but one of them really made, really struck me, 0:58:25 which was he had a design that showed pretty much 0:58:28 just a shrunk down laptop keyboard to fit in this space. 0:58:32 And so what that meant is that I had two ideas, 0:58:36 is that maybe I could use this larger screen real estate 0:58:40 to make a version of the keyboard that had big keys 0:58:43 that was almost the same size as a laptop keyboard, 0:58:46 but then one that also gave you like the number row 0:58:48 and all of the punctuation keys, 0:58:50 exactly where you would expect to find them 0:58:52 on a laptop keyboard. 0:58:56 And so I figured, well, and I started talking with Basa 0:58:59 and we came up with this demo 0:59:04 where we would have a special key, 0:59:08 we called the zoom key that would take you 0:59:11 from this keyboard that had the small keys 0:59:12 that would zoom up to the larger keys 0:59:15 and then back down to the smaller keys 0:59:19 as a kind of a complement to the globe key 0:59:21 that changes the keyboard language. 0:59:23 So we would have this other key, 0:59:25 this kind of complimentary key 0:59:28 that would change the keyboard layout. 0:59:29 We thought this was a great idea. 0:59:34 And again, the idea of what are we gonna do 0:59:38 with this larger screen real estate for the iPad, right? 0:59:40 – So the idea was give the user choice. 0:59:41 – Give the user choice. 0:59:44 – Give the user choice, use these new pixels 0:59:46 that are available on this new platform, 0:59:51 this new form factor, and have that be the pitch 0:59:53 that we make to people. 0:59:55 And so before, of course, you can make the pitch to people. 0:59:56 You need to make the pitch to Steve. 0:59:57 – To the man. 0:59:58 – That’s right. 1:00:01 And so I got to demo this for Steve. 1:00:04 And so the way that this worked is that 1:00:09 there was a very small team that was like 1:00:14 the chief demo review team, 1:00:17 the small group of people that Steve wanted around him 1:00:19 as he was reviewing demos. 1:00:23 And this was Scott Forstahl, Greg Christie, Henri, 1:00:23 people that I’ve mentioned. 1:00:26 So the chief managers for iOS. 1:00:28 And then a couple of H.I. designers. 1:00:30 It’s like Boss Orting, the fellow that I collaborated with 1:00:34 on this keyboard, was almost always in this meeting. 1:00:37 Another fellow, Steve LeMay, was another H.I. designer, 1:00:39 was often in the meetings. 1:00:42 But as I recall, he wasn’t in this particular one 1:00:44 where I was demoing the keyboard. 1:00:46 – So half a dozen people. 1:00:48 – Half a dozen people in the room. 1:00:51 And so then what would happen is that people like me 1:00:53 who had individual demos, 1:00:55 and so it’s like there were circles inside of circles. 1:00:58 So I was in the circle of people who could demo to Steve. 1:01:01 But then there was this circle inside of that 1:01:03 who would stay for all the demos. 1:01:07 And so my role would be that, or how I would figure 1:01:11 is that I would go in, give my demo, and then leave. 1:01:13 And so, think of that beforehand, 1:01:15 is that I’m sitting there with my iPhone 1:01:19 out down the hallway, waiting for Henri to text me. 1:01:20 – Waiting for my turn. 1:01:21 – That’s right. 1:01:25 And so he sends me a text, go stand outside the door, 1:01:27 and then the door is gonna open. 1:01:29 I’m gonna get invited in. 1:01:31 So I get the text, I go stand outside the door, 1:01:34 and now I’m waiting, and I’m waiting, and I’m waiting, 1:01:35 and it just seemed like, well, he just texted me. 1:01:37 Why did he text me? 1:01:39 And so then the door opens, I get invited in, 1:01:41 and I figure I’m on. 1:01:43 Gonna go do this iPad keyboard demo, 1:01:46 and I come around the corner and turn into the room, 1:01:50 and Steve is over there, and he’s like this. 1:01:52 He’s like, he’s on the phone. 1:01:54 He’s on the phone, staring at the ceiling, 1:01:57 like, you know, going back and forth in his office chair. 1:02:01 And I’m like, gulp, I was like, what do I do? 1:02:05 Like, now I’m eavesdropping on Steve on his phone call. 1:02:06 – Yeah. 1:02:08 – Right, and so, you know, it’s pretty uncomfortable. 1:02:09 – Yeah. 1:02:12 – And I think, I actually do think 1:02:17 that he was talking to Bob Iger, the head of Disney, right? 1:02:20 And so he’s like, yeah, Bob, yeah, yeah, that sounds great. 1:02:21 Yeah, yeah, I’ll call you next week. 1:02:22 Yeah, great talking to you. 1:02:27 Right, so then he hangs up, and so then he does this thing. 1:02:30 He takes his iPhone, he puts his phone back to his pocket, 1:02:34 and then he does this, right? 1:02:36 It’s like, you know, I mean, out of you know, 1:02:39 like the eye of Saran, right, the Lord of the Rings, right? 1:02:42 You know, the great eye turns to focus on you, 1:02:44 and that’s what it feels like. 1:02:48 And so it’s very, very interesting 1:02:52 then how the demos go from that point 1:02:54 in that he didn’t want a lot of words. 1:02:57 He didn’t want a lot of, you know, 1:03:01 used car salesman pitches, right? 1:03:03 All he really wanted to know was what was next. 1:03:06 And so what happened is he hung up the phone, 1:03:09 he turns towards me, and then Scott Forstall 1:03:10 was the one who then stepped up. 1:03:14 He goes, and the iPad was already in the room, 1:03:17 and so he goes and wakes it up and brings my demo up, 1:03:19 and says, Steve, we’re gonna be looking 1:03:20 at iPad keyboard options. 1:03:23 Now Ken, he did work on the iPhone keyboard, 1:03:25 and now he’s got ideas for the iPad keyboard. 1:03:28 So Ken, and so I said, yes, Steve, 1:03:31 go and look at the demo, it’s on the screen now, 1:03:33 try the zoom button. 1:03:36 And that’s it? 1:03:38 That’s it, that was the intro. 1:03:43 And so then Steve goes, he slides his office chair over, 1:03:48 and he starts looking at the iPad screen. 1:03:51 And what was up was one of the two keyboards, 1:03:53 let’s say it was the big key keyboard, 1:03:56 the one that was more suitable for touch typing. 1:04:00 And he’s looking at it, he took a long time to look at it. 1:04:03 It’s like, he even did this little thing 1:04:07 where he was turning his head to see what it looked like, 1:04:09 like in his peripheral vision. 1:04:14 It’s like, he’s just incredible to see what does Steve do 1:04:16 when he evaluates a product. 1:04:18 Okay, so this is what Dan, that’s what he did. 1:04:20 And so he hadn’t even touched it yet, 1:04:21 he’s just looking at it. 1:04:24 – Yeah, and this is going on for a long time. 1:04:26 – It seems, it’s like one of those things 1:04:28 where it was probably maybe 20 or 30 seconds 1:04:31 that’s felt like 20 minutes, right? 1:04:33 But he took a long time to study, 1:04:37 and then eventually he goes out and touches the zoom button, 1:04:40 and this zoom button to change between the two keyboards, 1:04:42 in this case shrinking the keys down 1:04:46 to be the more laptop-like keyboard layout. 1:04:49 The animation that Boss Orting had designed 1:04:51 was one of the most beautiful things I’d ever seen. 1:04:53 I mean, it really looked like they were, 1:04:56 like the keys were just like morphing. 1:04:57 It was absolutely beautiful. 1:05:01 But Steve just was like, no reaction. 1:05:03 He does the zoom and then he does this study again. 1:05:05 He’s like, look at all the, 1:05:08 look at all the keys, looking at how the screen changed. 1:05:09 Then he does the zoom again, 1:05:12 and it goes back to the state that it was in the beginning. 1:05:15 And then he studied a little bit more 1:05:20 and tapped the zoom button again to see that it’s like, 1:05:22 okay, there are just two states that we’re going here 1:05:24 between, right? 1:05:26 We’ve got two keyboards. 1:05:29 I see the animation, go between one, then the other, 1:05:31 back to the first one. 1:05:35 He satisfies himself that he’s seen what there is to see. 1:05:38 And so then he turns to me and he says, 1:05:40 we only need one of these things, right? 1:05:44 And you’re like, I’m on the hot seat. 1:05:47 – Yeah, I guess so. 1:05:49 And then he says, I mean, this is again, 1:05:51 the interesting part. 1:05:54 He asks me, which one do you think we should use? 1:05:56 He asks me. 1:05:58 He doesn’t ask, you know, Scott Forstall, 1:06:00 who was, you know, he knows much better. 1:06:03 He doesn’t ask, you know, any of the other people in there. 1:06:05 He asks me, the individual contributor, 1:06:07 you know, just coming in. 1:06:09 But I’m the DRI, you see, that’s the thing. 1:06:11 He wanted the answer from me. 1:06:15 Now the thing was, I had to give an answer. 1:06:16 – Yeah. 1:06:17 – You know, if I didn’t give a good answer, 1:06:19 maybe I would never be invited back again. 1:06:21 – Not the DRI anymore, without answering. 1:06:24 – See, but you know, and I had no idea 1:06:26 that this is what he was going to ask in. 1:06:28 But in that moment, I came up with an answer. 1:06:30 Because I thought about my experience 1:06:32 with these two keyboards, and I thought that, you know, 1:06:35 the one with the bigger key is I found more comfortable. 1:06:38 I was getting to be, you know, that maybe with, you know, 1:06:41 like four or five fingers that I could touch type. 1:06:42 And auto correction was helping. 1:06:44 So that’s why I said to Steve, I said, 1:06:45 well, I like the bigger one. 1:06:46 You know, the auto correction is kind of helping. 1:06:49 And I’m starting to get a feel for touch typing. 1:06:53 And he says, okay, we’ll go with that one. 1:06:56 – Wow. 1:06:57 – Demo over. 1:07:00 And you know, the interesting thing is that then 1:07:02 that’s the keyboard that chipped on the product 1:07:06 with the slight modification of taking away the zoom button, 1:07:09 which was now no longer needed, right? 1:07:14 And so Steve had this amazing ability to simplify 1:07:19 and to rely on his people to have a good enough idea 1:07:26 about what they were doing and to be involved enough 1:07:31 in the work that even when you get asked difficult questions, 1:07:33 you know, about it, that you’ve been thinking about it. 1:07:38 You have this background of just context 1:07:40 of having been thinking about the problem 1:07:45 for weeks and weeks that that experience was then 1:07:47 something he was interested in topping into 1:07:50 to provide a way forward for the product. 1:07:51 – What was going through your head 1:07:54 when you were just watching him sort of head tilt 1:07:57 in silence, were you like tempted to like explain things? 1:07:58 Were you? 1:07:59 – Yeah, well, you just know that you, 1:08:00 that’s not what you’re. 1:08:01 – That you’re not supposed to do that. 1:08:02 – That you’re not supposed to do that. 1:08:03 – Yeah. 1:08:04 – Yeah. 1:08:06 I mean, I would imagine that if he had done so, 1:08:08 he would have been in no uncertain terms. 1:08:09 He’s like, let me look at the thing. 1:08:10 – Yeah. 1:08:14 – Because now he’s like, what was he doing? 1:08:17 He was in my view, in my view, 1:08:19 I don’t know what’s going on inside his head, 1:08:22 but just having seen him do that, 1:08:25 having at least enough experience with him 1:08:28 and his approach to evaluating work 1:08:33 is that he was putting himself in the position of a customer. 1:08:38 He was envisioning himself that being in an Apple store, 1:08:40 as a customer walking up to a table, 1:08:43 seeing this new iPad thing for the first time, 1:08:44 what’s gonna be my impression of it? 1:08:48 So he pictured himself as customer number one. 1:08:52 And so, you know, I don’t want anybody, 1:08:53 I don’t want the engineers, 1:08:55 the engineers aren’t gonna be there 1:08:58 to be whispering in the ear of the person in the Apple store. 1:09:00 Sure, they can maybe get the help of one 1:09:04 of the nice people working in the Apple store, 1:09:07 but gosh, wouldn’t it be better 1:09:09 if I can figure this thing out for myself 1:09:14 and decide for myself and see the evidence of the care 1:09:18 that the engineers and designers had put into the work, 1:09:19 I can decide for myself. 1:09:22 Yeah, this is the thing I want to take home with me, right? 1:09:26 Yeah, so obviously if you have a leader like Steve 1:09:30 that’s that into being able to emulate the user 1:09:33 who has great taste, like you want to make this person 1:09:35 benevolent design dictator for life, right? 1:09:37 Now the downside of that, you know, 1:09:39 Silicon Valley is getting a lot of criticism 1:09:42 for these sort of super charismatic reality distortion 1:09:46 field generating CEOs where like, 1:09:47 you might not agree with them, right? 1:09:50 And, you know, in the sort of ultimate downside case, 1:09:53 there’s sort of just too much hero worship of CEOs. 1:09:55 Like, do you think that ever became part 1:09:58 of the Apple culture, right? 1:10:01 Sort of the blind obedience to the fearless leader. 1:10:06 Yeah, I think the Steve’s reputation 1:10:11 and his success causes people to draw the wrong conclusions, 1:10:14 to take away the wrong lessons. 1:10:20 I think that if you go back and look on YouTube 1:10:22 of old videos with Steve, maybe, you know, 1:10:25 on stage with Walt Mossberg and Kara Swisher 1:10:28 at their, you know, All Things D conference, 1:10:33 or I just had a reason to go back 1:10:36 and look at the antenna gate. 1:10:37 Oh, right? 1:10:38 I forgot about that. 1:10:40 Because I, and the reason that I did this 1:10:43 is because this, you know, it’s current now 1:10:46 that there was a bug in group FaceTime 1:10:48 and Apple issued an apology. 1:10:50 They were sorry that we had this problem 1:10:52 and that we’re gonna be fixing it, whatever. 1:10:53 And so I wanted to go back and say, 1:10:56 well, what did Steve say about antenna gate? 1:10:59 You know, which was the issue with the iPhone 4 1:11:01 where you’re holding it wrong 1:11:03 and the signal strength would go down. 1:11:04 And I wanted to see what he said. 1:11:06 And it was, it’s really interesting. 1:11:06 This is on YouTube. 1:11:08 You can go and look at it. 1:11:10 And Steve held a little press event. 1:11:14 And, you know, he was just very, very clear, 1:11:16 very, very upfront saying, 1:11:18 our goal is to make our customers happy. 1:11:23 And so that’s the kind of lesson 1:11:24 that people should be taking away. 1:11:26 It’s not that he was domineering. 1:11:30 Not that he was this, you know, absolute monarch, 1:11:33 you know, 21st century absolute monarch now 1:11:35 in a company rather than a government. 1:11:39 All of that, you know, that he had this, yeah, 1:11:41 reality distortion field personality 1:11:44 is that he had this focus on doing great work 1:11:46 and making customers happy. 1:11:48 That’s really what he cared about. 1:11:49 – Yeah. 1:11:52 And then sort of how did the organization morph itself 1:11:54 to sort of reflect that you had this, you know, 1:11:57 great taste maker who wanted to make these decisions 1:12:00 at a sort of very granular level in the design. 1:12:03 So there was an example where you were designing 1:12:06 an animation, I think it’s sort of the scrunch zooming demo 1:12:08 and you got to the point where like Steve 1:12:11 and Scott Forstall actually disagreed. 1:12:12 – Right. 1:12:13 – So maybe tell us a little bit about that. 1:12:17 – Yeah, and so this was for iOS 5. 1:12:20 So this was, you know, maybe the second version, 1:12:22 second or third version of iPad software. 1:12:25 And we wanted to come up with multitasking gestures 1:12:26 is what we called them. 1:12:28 So that you would have some way of interacting 1:12:30 with your whole hand on the screen. 1:12:32 Well, obviously from the beginning, 1:12:34 even though multi-touch was something 1:12:36 that shipped even in the first Apple product, 1:12:38 there was no way that you could have 1:12:41 sophisticated gestures, multi-finger gestures 1:12:43 on a screen that size, but with the iPad, 1:12:44 we thought that you could. 1:12:47 And so you have this idea of, well, 1:12:49 what if you’ve got the home button that way, 1:12:51 you still maybe want some gestures to interact 1:12:54 with the device to control going between app to app. 1:12:59 So I came up with this idea of using this five finger gesture 1:13:01 like you take a sheet of paper and crumple it up 1:13:06 and throw it away to go from an app back to the home screen. 1:13:09 There was then this other interaction 1:13:11 where you would swipe side to side 1:13:15 to just go between one app directly to some other app. 1:13:20 So you launch mail and then you launch Safari. 1:13:23 Well, then I can just swipe to go from Safari back to mail. 1:13:24 So that the system would keep track 1:13:28 of the history of apps that you launched. 1:13:31 So now here’s the part that Scott didn’t like. 1:13:36 So let’s say you start up your iPad from nothing, right? 1:13:38 Yeah, you know, you take it out of the box 1:13:39 and you bring it home. 1:13:42 And yeah, you launch mail and you launch Safari. 1:13:43 You’ve only ever launched two apps. 1:13:46 So you swipe to go from Safari back to mail. 1:13:48 Well, what happens if you continue swiping 1:13:50 in that direction, right? 1:13:51 There’s no other apps. 1:13:52 – End of list. 1:13:53 – End of list. 1:13:56 And so what I came up with was this sort of 1:14:00 morphing, stretching, rubbery distortion of the app 1:14:03 to show you that you were at the end of the list. 1:14:05 And it would kind of do this bloop, bloop, bloop, 1:14:08 sort of animation when you let your fingers up 1:14:09 off the screen. 1:14:12 And Scott Forstall hated it. 1:14:14 He hated it. 1:14:16 And his argument went like this. 1:14:18 He said, you know, that’s not fair 1:14:20 to the designers of the apps 1:14:24 because they really didn’t design for 1:14:28 what their apps would look like when you stretched them. 1:14:29 – That’s super interesting. 1:14:31 They didn’t have a say in what it’s gonna look like. 1:14:31 – That’s right. 1:14:32 – So you’ve taken away their taste. 1:14:35 – And it’s an interesting aspect to what happens 1:14:37 as you evolve a product. 1:14:40 They would then, for the subsequent version, 1:14:41 but we would be shipping a version 1:14:44 that added a new feature, multitasking gestures. 1:14:45 And it would have to work with all the apps 1:14:47 that were already in the world. 1:14:49 Of course, there was a huge ecosystem by that point. 1:14:52 So this was Scott’s argument is that the designers, 1:14:54 you’ve done something to the designers 1:14:56 that they couldn’t really have accounted for 1:14:58 in the design of their apps. 1:15:01 Okay, so I got the chance to demo this to Steve too. 1:15:03 And I remember that Steve, what he did was 1:15:06 he had the iPad in his lap. 1:15:08 So he was sitting like this 1:15:12 and doing the gestures, trying them side to side 1:15:13 and whatever. 1:15:16 And when he just discovered by himself 1:15:21 this rubbery animation, end of list animation, 1:15:25 he did it, he did it again, and he didn’t look up. 1:15:29 He said, “This is Apple.” 1:15:31 – Oh, awesome. 1:15:33 – Yeah, so it was a pretty good moment for me. 1:15:35 – And you just stopped yourself doing the victory lap. 1:15:37 (laughing) 1:15:39 – He thought that it was, 1:15:44 you know, sort of tapping into the, excuse me, 1:15:47 the little sort of whimsical aspect 1:15:49 that went all the way back to sort of like 1:15:52 the happy Mac on the original Macintosh. 1:15:54 Right, that it was this whimsical little animation 1:15:58 that showed that the system has this playful character to it. 1:16:00 And that was an aspect that he really loved. 1:16:05 And so, and it also just goes to show 1:16:09 that there could be disputes even up at the highest level. 1:16:11 Scott knew that I was very excited about this feature 1:16:14 and wanted to show Steve, so he let me. 1:16:17 And Steve was the one who had the final vote. 1:16:21 And he sided with me, and then that instance. 1:16:24 – And do you feel like that slowed decision-making down 1:16:26 at all in the org, where basically, 1:16:27 we’re just gonna wait for Steve to decide 1:16:30 so like why bother making a decision? 1:16:33 – See, but again, the DRIs were responsible. 1:16:38 You needed to bring him proposals, right? 1:16:46 You might think of that keyboard demo example was, 1:16:47 well, we were bringing him two keyboards 1:16:49 and we wanted him to pick which one. 1:16:51 No, that wasn’t it. 1:16:55 We were presenting him with a design 1:16:57 we wanted to ship in the product. 1:17:01 The design was going to have these two keyboards. 1:17:04 He was the one who unpacked it. 1:17:06 And to say we only wanted one of these. 1:17:11 So no, and the point is that if you brought him shoddy work, 1:17:15 that was like the equivalent of a shoulder shrug. 1:17:16 Yeah, Steve, we’ve got five things 1:17:19 we don’t really know which one we think we like. 1:17:23 That was a way to– 1:17:24 – Never get invited back to a demo, right? 1:17:26 – It’s a way to get invited, not invited back to the demo. 1:17:28 And that was the way that Scott Forstall then 1:17:32 would have gotten blowback from Steve Offline 1:17:35 to say, Scott, why aren’t you presenting me 1:17:37 with solid designs? 1:17:39 I’m not here wasting my time. 1:17:44 I wanna see the full result of that bottom-up process 1:17:48 so that he could then give his top-down approval, 1:17:51 disapproval, no, send this back for more work 1:17:54 with specific feedback on what to change. 1:17:56 That was the outcome of every demo with Steve. 1:18:01 Approved, not approved, bring me something different 1:18:06 next time, or not approved, give me these specific changes. 1:18:08 It was one of those three things. 1:18:11 – So Steve himself is sort of legendary 1:18:14 for sort of fusing liberal arts and engineering thinking. 1:18:17 And if you think about the classic Silicon Valley stereotype, 1:18:19 companies are a lot more about 1:18:22 the pedigreed computer science engineer, right? 1:18:23 Like, that’s the stereotype of like, 1:18:25 that’s what we’re looking for now. 1:18:28 But your own background and other people at Apple 1:18:31 who’ve sort of had the valued liberal arts 1:18:33 and engineering degree talk about like, 1:18:36 what are the advantages of sort of melding the traditions? 1:18:38 What’s an example of a decision they got made 1:18:39 that was a better decision? 1:18:40 Because you’re sort of– 1:18:45 – Well, I mean, it’s all the process 1:18:49 of designing experiences for people 1:18:52 that are useful and meaningful, right? 1:18:54 And I think that how do we define 1:18:56 what’s useful and meaningful? 1:18:59 Well, we look to literature, right? 1:19:01 We look to philosophy, right? 1:19:06 We look to art, we look to the creative media, right? 1:19:08 To decide what’s useful and meaningful. 1:19:11 And so, you know, I think, and you know, 1:19:14 I don’t know, I didn’t know Steve well enough 1:19:15 to know what he thought. 1:19:20 But the culture that he helped to create 1:19:24 and that I found my place in that culture 1:19:25 was, you know, the part of the approach 1:19:30 was that these devices are part of people’s lives, right? 1:19:34 More and more now, to the extent that now, right, 1:19:36 we think that there’s a problem 1:19:37 with the number of amount of time 1:19:40 that we’re spending looking at these screens, right? 1:19:43 That we need apps and features on the phone 1:19:45 to help us track, right? 1:19:47 Too much screen time, right? 1:19:51 And so, if we’re going to have this object, 1:19:54 this device, these experiences that are so important to us, 1:19:59 so deeply ingrained, well, then it requires, 1:20:01 I think, the care and attention 1:20:05 and the thought about it’s not just a technology artifact, 1:20:08 it’s a social artifact, right? 1:20:12 It’s a human artifact, right? 1:20:15 And so, that’s where liberal arts comes in. 1:20:18 Yes, you do need to have the technological background 1:20:22 to come up with the hardware and the software 1:20:24 and the networking and the services 1:20:26 to get everything packed together 1:20:28 so that a product like this is possible. 1:20:32 But if you’re gonna ask, well, what is it good for? 1:20:34 You know, why do we do this feature 1:20:35 rather than that feature? 1:20:39 I think that, yeah, that’s a liberal arts process. 1:20:40 – Tell the story, if you would, 1:20:45 of how you guys arrived at the homescreen app icon size. 1:20:49 Right, there’s a fun liberal arts twist to this. 1:20:51 – Yeah, so, okay, so now, you know, 1:20:55 going back to a phone that looks more like this 1:20:58 is my original iPhone that I still have. 1:21:00 So, you know, this is the screen size 1:21:02 that we were dealing with. 1:21:05 Now, one of the, you know, again, 1:21:08 now jumping back all the way to 2005, 1:21:12 18 months out from the, you know, the product announcement, 1:21:14 we were still in the early stages 1:21:16 of trying to figure out, well, 1:21:20 what is the homescreen of apps gonna look like 1:21:21 and how is it going to work? 1:21:24 And one of the fundamental questions that we had was, 1:21:26 well, how big should the icons be? 1:21:28 And again, I mentioned before this apprehension 1:21:31 of touching targets that were smaller than your finger. 1:21:32 And we were still in the phase 1:21:37 where we didn’t know how big on-screen objects should be. 1:21:39 And so we had some experiments, 1:21:42 but this was still, we didn’t have a good handle on it. 1:21:46 And so one of the engineers on the hallway had an idea. 1:21:48 And his name was Scott Herz. 1:21:50 He was doing work on Springboard, 1:21:53 the icon launching program himself. 1:21:56 And so he had this idea is I’m gonna make a game. 1:22:00 It’s the first ever iPhone game, right? 1:22:04 Truly, because this is a point where we didn’t even have 1:22:07 all of our units still needed to be tethered to a Mac. 1:22:11 We didn’t have standalone enclosures yet. 1:22:14 So we were still at this phase where we had touch screens 1:22:17 that still needed to have a wire tether to it. 1:22:19 But still we were trying to figure out, 1:22:21 well, what the ideal size is. 1:22:23 And the game was the solution. 1:22:24 And the game went like this. 1:22:26 You would launch the game 1:22:28 and there was a minimal user interface. 1:22:31 All it was was a rectangle on the screen 1:22:34 that was a random size and a random position. 1:22:37 And the game was tap the rectangle. 1:22:38 And as soon as you did, 1:22:41 it didn’t tell you if you succeeded or failed 1:22:44 because the idea was just go tap the rectangle 1:22:45 as quickly as possible. 1:22:48 You tap the rectangle, the next one would show up 1:22:49 at some other random size 1:22:51 and some other random position on the screen. 1:22:54 And the idea was to just go as quickly as possible 1:22:56 without, again, being sort of weighed down 1:22:59 by the feedback of whether you were succeeding or failing. 1:23:01 And you would get then 20 of them 1:23:04 and then it would give you your score, right? 1:23:06 And so it was fun, right? 1:23:08 – Before Angry Birds. 1:23:10 – Before Angry Birds, we had the little– 1:23:11 – Random rectangles. 1:23:13 – Angry rectangles as you’re going around. 1:23:15 Now, naturally what he was doing, 1:23:17 he also wrote the software so that he was tracking 1:23:22 rectangle by rectangle, 1:23:24 whether people were succeeding or failing 1:23:27 and also based on where the rectangles showed up 1:23:29 on the screen. 1:23:30 And within a couple of days, 1:23:32 of course, the game was actually fun, right? 1:23:35 I finally got 20 out of 20, right? 1:23:42 We determined that if you made a rectangle 1:23:45 that was 57 pixels square, 1:23:50 that pretty much everybody could tap it 100% of the time. 1:23:51 No matter where it was, again, 1:23:53 since you were going quickly, 1:23:55 you could tap it comfortably. 1:23:58 And that number, he just then, 1:24:01 since he was working on Springboard and it was his game, 1:24:04 it was his app, he put that number into the app, 1:24:07 he made the pixels 57 pixels square. 1:24:09 And since that was a good number, we never changed it. 1:24:12 And so that’s what wound up shipping on the iPhone. 1:24:14 – Yeah, I love that story, 1:24:16 that it was sort of a game that led to it, 1:24:17 as opposed to, all right, 1:24:20 we’re just gonna do every possible pixel variation, 1:24:22 we’re gonna bring people in to test it 1:24:23 and we’ll see what works. 1:24:26 – Yeah, no, it was, again, he was the DRI for Springboard. 1:24:29 It was his job to figure out how big the pixels should be. 1:24:32 And he came up with a good solution so we didn’t change it. 1:24:34 – Yeah, yeah. 1:24:37 So let’s switch gears a little bit 1:24:39 and talk about sort of your advice for young people 1:24:42 who are thinking about getting into the computer industry, 1:24:45 sort of, you know, a broad degree, 1:24:47 computer science degree, what set of life experiences, 1:24:49 like what’s your general advice 1:24:52 for people who want to join a tech company? 1:24:55 – Yeah, I think it needs to be a mix. 1:24:59 I think if you’re going to be a programmer, 1:25:00 yeah, go write programs. 1:25:02 I mean, the only way to get better 1:25:04 at things is to do them. 1:25:05 You know, and one of the wonderful things 1:25:09 we mentioned, open source, a bit earlier, 1:25:14 the barriers now have never been lower to get involved. 1:25:19 I knew that when I was a young person in college, 1:25:22 I actually started in college in 1984, 1:25:24 I couldn’t afford a Mac, right? 1:25:26 I wanted one. 1:25:27 – Yeah, they were thousands of dollars. 1:25:28 – Thousands of dollars. 1:25:32 There was no way that I could afford one. 1:25:36 And so now the barrier to entry is much lower. 1:25:41 So if you’re interested in making projects, 1:25:44 well, just go out and join a community 1:25:45 and start making them. 1:25:47 Or maybe you don’t even, you can even lurk in the community. 1:25:49 You can download the software 1:25:51 and try to make something of it yourself. 1:25:57 So I think that, again, if you want to do something, 1:25:59 just start doing it. 1:26:00 So that’s one piece of advice. 1:26:02 And then the other piece of advice is, 1:26:07 yeah, you do need to look at more than technology. 1:26:10 Again, for the reason that I said a few minutes ago, 1:26:13 which is these technological artifacts 1:26:17 that we’re making now have become so important to people 1:26:19 that if you don’t know anything about people, right? 1:26:24 I don’t think that you’re going to be successful 1:26:25 in the long term. 1:26:30 And so, yeah, read books, read books, 1:26:36 study, philosophy, go to art museums, 1:26:42 learn about what’s beautiful and meaningful to you. 1:26:46 Answer those questions for yourself. 1:26:47 I don’t think, you know, 1:26:49 if you can’t answer those questions for yourself, 1:26:53 it would be then hard as, say, a product designer 1:26:54 to then take on the responsibility 1:26:57 of answering those questions for other people. 1:27:00 Because that’s what you do when you’re a technologist 1:27:02 and say a product company like Apple, 1:27:06 you’re going to be making decisions on products 1:27:07 that are then going to go out in the world 1:27:08 and it’d be affecting other people. 1:27:10 Other people are going to be putting those things 1:27:12 and bringing them into their lives. 1:27:14 And so, how do you know what’s good? 1:27:18 And so that’s a question that you should be prepared 1:27:19 to answer for yourself. 1:27:21 What do you like? 1:27:22 And why? 1:27:23 What are your goals? 1:27:26 Why do you make a choice to make the product turn like this 1:27:27 rather than that? 1:27:31 And so, it’s this combination of learning about the technology 1:27:34 so that you can actually implement your ideas. 1:27:38 But then you’ve got to actually have good ideas. 1:27:40 And again, it’s the liberal arts 1:27:42 that provides the grounding for that. 1:27:43 – Super, and that’s counterintuitive 1:27:44 in Silicon Valley, right? 1:27:47 The suite of interview questions you typically encounter 1:27:50 when you’re interviewing for jobs are about linked lists. 1:27:51 And do you know TensorFlow? 1:27:54 And can you program in Python or whatever 1:27:55 as opposed to what’s good? 1:27:58 – Okay, and really, it’s unfortunate 1:28:00 that there are so many questions like that. 1:28:03 Well, obviously linked lists we’re still going to have 1:28:05 need for those as we go into the future. 1:28:10 But the work that, much of the work that I did in my life, 1:28:14 there was no way that I could have predicted, right? 1:28:18 When I was handed a piece of hardware like this 1:28:20 and it’s like making a touchscreen operating system 1:28:25 for a smartphone, well, there were precious few examples 1:28:27 that we could have looked at. 1:28:30 And so, how do you have experience in that thing? 1:28:33 So again, I think getting a flexibility 1:28:36 and being able to answer the sort of more general questions 1:28:37 about what you like and what’s good 1:28:41 and what your higher level goals are, 1:28:43 ’cause technology is gonna change. 1:28:48 – Yeah, and then sort of thinking about a company, 1:28:51 like how important do you think it is 1:28:52 if you’re thinking about joining a company 1:28:55 that there be a figure like a Steve Jobs 1:28:58 who has a trusted new tenant like a Scott Forstall? 1:29:00 Like, is the absence of those ingredients 1:29:02 like I’m not gonna join that company? 1:29:06 Or, right, how universal is the Apple experience 1:29:08 is another way of asking this question 1:29:11 versus how sort of specific to a set of characters 1:29:13 and a time in history? 1:29:16 – Yeah, it’s a hard question, right? 1:29:18 I mean, Steve was unique, right? 1:29:21 And unfortunately, he’s not around anymore. 1:29:26 And so, I think it’s kind of a fool’s errand 1:29:31 to go out and find who is the direct successor 1:29:32 to Steve Jobs. 1:29:35 It’s just like the questions are always changing. 1:29:41 And so, I think it’s a matter of finding a place 1:29:42 where you feel comfortable, 1:29:45 where you feel some sort of connection 1:29:48 to what the organization is trying to accomplish 1:29:51 and that you like the people 1:29:54 and that you feel that you’re bringing something, 1:29:55 you know, it’s, again, 1:29:58 this kind of this interesting contrast of both fitting in, 1:30:02 but then also, I think, providing more diversity. 1:30:04 I mean, that’s an ongoing challenge 1:30:07 for our high-tech companies is that, again, 1:30:09 as the products become more and more important 1:30:13 for our culture, the people who are making the products 1:30:18 need to be a better reflection of the world as it is, right? 1:30:23 That it’s not just a bunch of computer geeks 1:30:28 who went to maybe just a few high-powered schools 1:30:30 that have good computer science departments. 1:30:33 – In your book, there’s sort of a couple key ingredients 1:30:35 that you would sort of distilled 1:30:37 the Apple experience down to. 1:30:40 Like this is basically, in reflection, 1:30:43 this is what made the iPhone team so productive 1:30:45 and you talk about things like collaboration 1:30:47 and taste and decisiveness. 1:30:50 So we’ll pick up sort of a few of these things 1:30:53 as we sort of finish up the segment. 1:30:55 So collaboration, right? 1:30:58 Every company says we have a collaborative culture. 1:31:00 What do you think made Apple’s unique? 1:31:05 – Yeah, well, it’s interesting that we were very, very good 1:31:09 at combining complimentary strengths, right? 1:31:13 So we had this human interface design team 1:31:16 and I worked very, very closely over time 1:31:19 with a couple of the folks in there. 1:31:22 Of course, there were only a few folks in there in total. 1:31:26 And what we would do is, let’s say, 1:31:28 the example of me working with boss ordering 1:31:30 on the iPhone keyboard. 1:31:33 And so I was coming from the project 1:31:35 primarily from an engineering direction. 1:31:36 He was coming from the project 1:31:38 primarily from a design direction, 1:31:41 but boss was pretty good at writing code. 1:31:43 And I would fire up Photoshop and Illustrator. 1:31:46 And so we would come up with these ideas 1:31:48 and we would compliment each other. 1:31:51 And to the extent, and again, 1:31:53 whatever you think of software patents, 1:31:55 we got them for the work that we did in Apple. 1:31:57 And one of the constraints that you have 1:31:58 when you apply for patents 1:31:59 is that you need to list the inventors. 1:32:01 You actually need to be honest 1:32:04 about who contributed to the specific invention. 1:32:05 And so they would ask us, 1:32:09 well, which one of you two came up with this specific idea 1:32:11 so that we could write it into the claim language? 1:32:13 And maybe if we’re gonna take that claim 1:32:14 and move it to a separate patent, 1:32:17 we know we have to know who to put as the inventor. 1:32:19 And we would, boss and I would look at each other 1:32:20 and we would go, I don’t know, 1:32:21 we both came up with it. 1:32:24 And so that’s the sign of collaboration, 1:32:27 is that where the collaboration is so good 1:32:30 that you don’t know where it begins and where it ends. 1:32:33 You’re complimenting each other so well 1:32:38 that we did it and there is no other way to describe it. 1:32:44 And part of, as a sort of concrete piece of advice 1:32:51 or maybe a way of describing that more at Apple 1:32:54 is that we didn’t have a lot of politics. 1:32:58 When boss came up with the idea, I came up with an idea, 1:33:00 it just didn’t matter. 1:33:02 – Was it a strong attribution culture? 1:33:05 – Oh, that’s his idea and like, how dare you claim it. 1:33:06 – And I can’t work on that. 1:33:08 And now my manager is gonna get involved 1:33:12 because now I’m not gonna get the credit for it 1:33:15 and whatever, it just wasn’t like that. 1:33:17 – But you still had to have strong DRIs, right? 1:33:19 – Yeah, right. 1:33:21 – But that is also one of the ways 1:33:26 that just made it clear about if I was collaborating 1:33:30 with someone like Boss or just some other engineer 1:33:35 on the iOS engineering hallway, 1:33:37 if I was the DRI for the keyboard, 1:33:39 well, I was the one making the calls. 1:33:43 And as long as I kept making good calls, right? 1:33:45 I mean, if somebody else had an idea 1:33:47 that they really, really thought 1:33:48 they were gonna go to the mat and they’re gonna say, 1:33:52 “No, I think Ken made the wrong call on this.” 1:33:56 Yeah, they could buck that up, the management hierarchy, 1:33:58 but that was relatively unusual. 1:34:01 Because again, part of being a DRI 1:34:03 is recognizing strong ideas that are coming 1:34:05 from other people and including them in the work. 1:34:09 And so that helps to describe some of the character 1:34:11 of the collaboration that we had. 1:34:14 – Well, Ken, it’s been a fascinating conversation. 1:34:17 Thanks so much for taking us inside the chocolate factory. 1:34:19 Look, the chocolate factory did not have very many people. 1:34:23 So I feel really blessed that one of those people made it out 1:34:26 and is willing to lead the tour and talk to us. 1:34:29 And maybe that’ll be the last question I asked you, 1:34:33 which is famously secretive Apple corporation, right? 1:34:35 Did you have to get their approval 1:34:37 to actually write the book and tell the stories? 1:34:40 – Well, no, I didn’t. 1:34:43 I don’t know if I was supposed to, but I didn’t. 1:34:46 And I took a certain approach to it, 1:34:51 which is that it’s a positive take on Apple. 1:34:53 I loved my career at Apple. 1:34:55 So I didn’t throw anybody under the bus 1:35:00 because there was nobody that I thought deserved it. 1:35:06 And I limited myself to the Steve Jobs era, 1:35:09 which is now sadly, or for good or for bad, 1:35:11 passing into history. 1:35:12 And again, I was one of the few people 1:35:17 who had this perspective, this opportunity to be there 1:35:21 during the time that some of these products 1:35:22 were getting made. 1:35:26 And so again, with my background being in history 1:35:27 and being in the liberal arts, 1:35:29 I thought that it would be good 1:35:33 if I collected these recollections 1:35:38 while I still do remember them well and tell the story. 1:35:43 And so I thought that it was really more of a personal story. 1:35:50 And so no, I didn’t, I was imagining that maybe 1:35:53 I would ask forgiveness if somehow 1:35:55 they didn’t really approve, 1:35:59 but I thought that I wouldn’t really run into trouble. 1:35:59 – Well, that’s great. 1:36:01 Thank you for taking the time here 1:36:03 and for putting the stories down 1:36:06 so they don’t fade into the mists of history. 1:36:07 It’s been great having you. 1:36:09 – Well, I’ve had a great time, thank you. 1:36:10 – Great. 1:36:13 So for those in the YouTube audience, 1:36:16 if you liked what you saw, go ahead and subscribe. 1:36:18 And then in the comments thread on this video, 1:36:21 let’s talk about things that you might wanna try 1:36:22 in your own culture. 1:36:25 And now having listened to sort of Ken describe 1:36:27 what it was Apple, what Apple did, 1:36:29 sort of what would work in your environment 1:36:31 and what wouldn’t work in your environment. 1:36:32 We’d love to have a conversation 1:36:35 about how would you implement some of the ideas 1:36:36 that we talked about 1:36:38 in your own software development life cycle. 1:36:40 So see you next episode.
Join longtime Apple software engineer Ken Kocienda in conversation with a16z Deal and Research operating partner Frank Chen for an insider’s account of how Apple designed software in the golden age of Steve Jobs, spanning products like the first release of Safari on MacOS to the first few releases of the iPhone and iOS (very first codename: ”Purple”). Ken vividly shares about the creative process, how teams were organized, what it was like demo’ing to Steve Jobs, and many other fun stories. This episode originally aired as a YouTube video, and throughout, we repeatedly probe the question: is Apple’s obsession with secrecy during the product development process a feature or a bug?
331: A Look Inside a 6-Figure Online Business: Traffic, Monetization, and More
A few years ago, a side hustler named Brock McGoff reached out to me with a guest post pitch.
The post detailed how he was making, at that time, $4,000 a month, from his blog about men’s fashion, on the side from his day job.
Since then, Brock has turned TheModestMan.com into his full-time focus, into a 6-figure income, and into a media empire that expands well beyond the blog itself.
In this episode, Brock talks me through how he generates content ideas, how the business makes money, where he’s focusing his energy for the best results, and how he’s taken his site from a side hustle to a full-time business.
Don’t have a website of your own yet? Check out my free video series on how to get up and running in no time.
The banana used to be a luxury good. Now it’s the most popular fruit in the U.S. and elsewhere. But the production efficiencies that made it so cheap have also made it vulnerable to a deadly fungus that may wipe out the one variety most of us eat. Scientists do have a way to save it — but will Big Banana let them?
Daniel Gross, former Y Combinator partner and current founder of Pioneer, discusses how we can make our success less about luck, the powerful role we play in the lives of others, and the valuable lessons he learned about leadership.
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330: Land Flipping Revisited: From Zero to $10,000 a Month on the Side
Roberto Chavez started his raw land flipping side hustle a little over a year ago, and with persistence, has already built it into 5-figure of monthly revenue.
This is a business model that was first introduced to me by Mark Podolsky, from TheLandGeek.com, in episode 108 of The Side Hustle Show.
He called it “the best passive income model” because it avoids “the 3 T’s” of traditional real estate investing: tenants, toilets, and termites.
How the model works is you:
acquire parcels of land on the cheap because the owners don’t want them anymore
re-sell them either for a quick cash flip, or more commonly, as an owner-financed sale.
This is where the passive income comes in as you collect monthly payments for a period of 3-7 years, or whatever terms you agree on.
For example, buy a $10,000 parcel upfront for $2,500, and resell it for $199 a month for 5 years. In that scenario, your total payments collected would be almost $12,000, and you’d breakeven on your initial investment after about a year.
Where the persistence comes in, is the initial seller outreach. It’s very much a numbers game, as you’ll hear Roberto explain. I think that’s what separates those who have success in it from, those who don’t.
Tune in to learn how Roberto finds parcels to buy for 25 cents on the dollar, how he figures out how much to offer, the due diligence that goes into these deals, and how he re-sells them for profit.
374. How Spotify Saved the Music Industry (But Not Necessarily Musicians)
Daniel Ek, a 23-year-old Swede who grew up on pirated music, made the record labels an offer they couldn’t refuse: a legal platform to stream all the world’s music. Spotify reversed the labels’ fortunes, made Ek rich, and thrilled millions of music fans. But what has it done for all those musicians stuck in the long tail?