AI transcript
0:00:05 What’s up, what’s up, Nick Loper here.
0:00:07 Welcome to the “The Side Hustle Show,”
0:00:09 part of the entrepreneur podcast network.
0:00:12 It’s the business podcast you can actually apply.
0:00:15 Lots to love about starting a newsletter business.
0:00:17 Low overhead, scalable, sellable,
0:00:19 like “The Hustle Morning Brew,”
0:00:21 both selling for eight-figure exits.
0:00:22 Now, today’s guest has a unique take
0:00:24 on the newsletter business,
0:00:27 focusing on his hometown, Annapolis, Maryland,
0:00:30 becoming a pillar of the community along the way,
0:00:32 and making great money at the same time.
0:00:36 From nappetownscoop.com, Ryan Stedin.
0:00:37 Welcome to “The Side Hustle Show.”
0:00:40 – Thanks, Nick, that was a fantastic intro.
0:00:42 Definitely make me sound more impressive than I am.
0:00:44 – A gift people pumped up because, stick around,
0:00:46 you’re gonna learn how Ryan grew his subscriber base
0:00:49 to roughly half the town’s population, huge,
0:00:51 how he monetizes the business,
0:00:53 and the logistics of putting out
0:00:56 a high-quality newsletter five days a week.
0:00:58 Now, your listener-only bonus for this week
0:01:01 is my big list of 75 newsletter niches
0:01:03 thinking beyond just local newsletter strategy,
0:01:06 but how you can apply some of Ryan’s strategies
0:01:08 to a newsletter side hustle of your own.
0:01:11 You can download that for free at the show notes
0:01:12 for this episode.
0:01:14 The easiest way to get there is just follow the link
0:01:16 in the episode description.
0:01:17 I’ll get you right over there.
0:01:20 Now, Ryan, you had this kind of fun celebrity moment
0:01:22 showing up to a local charity event,
0:01:23 and it starts to hit you
0:01:25 ’cause people keep asking for selfies.
0:01:26 Can you tell me about that?
0:01:30 – Yeah, so it was June, 2021.
0:01:34 I went to a local event run by our Rotoract Club,
0:01:37 which is like the Rotary, but for younger people.
0:01:41 We probably had six or 7,000 Instagram followers
0:01:43 at this point, probably a similar number
0:01:44 of newsletter subscribers.
0:01:48 But for some reason, or somehow I got invited to this thing.
0:01:50 I got there right on time, which I never do.
0:01:53 I’m always late, but I walk in right on time,
0:01:55 and there’s not that many people there.
0:01:58 I don’t recognize anybody except the organizers
0:02:00 of the event, but they’re busy.
0:02:03 And so I walk out into the back deck
0:02:05 of this venue that they have.
0:02:08 As soon as I exit the door, I heard my name,
0:02:09 and I looked to see if I know anybody,
0:02:11 and I don’t recognize anybody on the porch.
0:02:13 There’s only like three people on the porch, but–
0:02:15 – That’s always a great moment when you’re like,
0:02:17 oh shoot, you’re scanning through the mental roll.
0:02:18 How does this person know me?
0:02:22 – Oh no, there wasn’t even any recognition at all.
0:02:24 I looked at him and I was like, it wasn’t,
0:02:25 oh shoot, I can’t remember their name.
0:02:28 It was, how on earth does this person know who I am?
0:02:32 And so then I walk over, ’cause I’m curious,
0:02:35 and they’re like, you’re the Naptown scoop guy.
0:02:37 Can we take a picture with you?
0:02:38 And I was like, what?
0:02:40 This has never happened before.
0:02:42 We’re about a year in at this point.
0:02:46 Started August 2020, this is now June 2021.
0:02:47 So that was as soon as I walked in.
0:02:49 And then that happened like a dozen more times
0:02:52 at that one event over the next two or three hours.
0:02:54 I’ve become friends with a lot of the people who did ask
0:02:57 ’cause they really were the big fans of the thing,
0:02:58 of the newsletter.
0:03:01 But that was an aha moment where I was like, wow,
0:03:04 people know this, they want to know me,
0:03:07 and I also need to go to every single thing like this
0:03:10 that I ever can find because this is great marketing.
0:03:13 Not only do the people that are there know me,
0:03:14 but more people are learning about it,
0:03:17 especially ’cause there’s like this snowball effect
0:03:19 where if somebody walks out and somebody asks
0:03:21 that person for a picture,
0:03:22 everybody’s looking around like, wait,
0:03:23 who is that person?
0:03:24 Should I? – Yeah, totally.
0:03:26 – And so I would notice after going to these events
0:03:28 that our subscriber count would jump a little bit,
0:03:31 but it was pretty funny to see that in the beginning.
0:03:33 – You get recognized out in the wild.
0:03:35 It’s almost like the TV news anchor
0:03:38 for a younger generation, perhaps,
0:03:41 where you start to get some positive notoriety
0:03:43 in the community, like you become a well-known person.
0:03:44 I think that’s kind of a cool,
0:03:47 and maybe if that appeals to you as a listener,
0:03:50 that’s a side benefit of starting this thing.
0:03:52 You really have a pulse to really have,
0:03:55 become a voice in the community.
0:03:56 So nobody else was doing this.
0:04:00 So summer 2020 is when you get the inspiration to start this.
0:04:02 Nobody else was doing it or they weren’t doing it well.
0:04:04 And so you come in, talk to me about the early days,
0:04:08 like how do you get these initial 100,000 subscribers,
0:04:10 102,000, not 100,000 subscribers,
0:04:12 but like the first people to send this to.
0:04:14 – Yeah, not very complicated.
0:04:16 A lot of people, for their first newsletter,
0:04:19 they’ll just send it to their family and friends.
0:04:21 I did not have any family and friends that lived in Annapolis.
0:04:26 I grew up about 45 minutes away from Annapolis.
0:04:28 My uncle had lived there,
0:04:30 and that’s why I knew it and loved it,
0:04:32 but he had since moved away
0:04:35 and only spends a couple of months a year there here now.
0:04:36 So I don’t really have any friends or family
0:04:37 to send this to.
0:04:38 I just was like, I’m gonna try this.
0:04:39 I think it’s a good idea.
0:04:41 So I just started running Facebook ads,
0:04:43 and that’s how I got all the subscribers.
0:04:46 I got 70 subscribers for the first one.
0:04:48 I think we had 150 for the second one,
0:04:50 and I can’t remember how many we had after that
0:04:52 for each individual newsletter,
0:04:55 but I do remember those first two,
0:04:56 and that was really encouraging,
0:04:57 ’cause when you first set the first one,
0:05:00 it was like 80% open rate, super high.
0:05:02 Then the second one was a little bit less,
0:05:04 but doubled in subscriber count,
0:05:07 and so that was just really good early traction,
0:05:09 and that was only once a week that I was sending,
0:05:10 and I think it was every Wednesday,
0:05:12 but I only did that for two weeks on Wednesdays,
0:05:15 and then I realized that if I was ever gonna make
0:05:16 any money on this,
0:05:17 then I would need more advertising
0:05:18 than just one day a week.
0:05:19 That’s kind of what I tell people
0:05:22 about the nature of podcast advertising.
0:05:23 Like it’s pretty tough to build
0:05:25 a full-time income off of it,
0:05:27 ’cause it’s this game of amplitude.
0:05:30 How many people can I reach and frequency?
0:05:31 How often can I reach them?
0:05:34 It’s like, well, if you’re just doing one show a week,
0:05:35 that’s gonna be tough.
0:05:37 You gotta have a really big audience to make that work.
0:05:38 Same thing here.
0:05:41 If it’s gonna be a monetized with ads model,
0:05:42 they gotta send more often.
0:05:44 I get more impressions that way,
0:05:46 but running Facebook ads,
0:05:50 did you have a budget or a cost per subscriber
0:05:52 that you were comfortable with out of the gate?
0:05:53 At that point, absolutely not.
0:05:56 There was never a value of each subscriber
0:05:59 where I knew as long as I get them for this much money,
0:06:01 I can still make profit on them.
0:06:03 I have then figured it out,
0:06:06 and the number ended up being around $7 per subscriber.
0:06:07 I don’t even know what it is now
0:06:09 ’cause we don’t do any Facebook advertising
0:06:11 ’cause we kind of hit critical mass
0:06:13 where they started to get really expensive to get.
0:06:15 But in the beginning,
0:06:17 and this was just kind of picked out of thin air,
0:06:19 I was like, let’s just keep it under $2 a subscriber.
0:06:22 If I can keep it under $2 a subscriber,
0:06:24 I have a couple thousand dollars
0:06:25 that I can invest in this thing.
0:06:28 I’d quit my job and saved a lot of my salary.
0:06:29 I’d only worked for one year
0:06:32 before I ended up doing this out of college.
0:06:35 So I had saved up about $25,000.
0:06:39 I was like, honestly, I’m 20 at that point, 23 years old,
0:06:42 but it quickly became apparent
0:06:44 that it would be not a total failure
0:06:47 and that even if I did spend all the $25,000 on it,
0:06:50 I’d probably be able to make that back with advertising.
0:06:52 And so at a certain point,
0:06:55 I just kind of sent it and spent it all on advertising.
0:06:57 I mean, almost all of it.
0:07:00 – Okay, do you see that as the most viable path
0:07:01 outside of friends and family
0:07:04 trying to acquire subscribers that way?
0:07:05 – Well, viable is different
0:07:07 ’cause it depends on if you could sell advertising.
0:07:08 It’s definitely the easiest and fastest.
0:07:11 And I think it’s what I recommend.
0:07:13 Anybody who wants to start a local newsletter,
0:07:15 but in terms of another way,
0:07:16 you can get a lot of subscribers pretty quickly.
0:07:18 It would be local Facebook groups.
0:07:20 It’s harder ’cause you have to earn the trust of the admins
0:07:22 and then do it in a way that’s not annoying
0:07:25 ’cause the internet hates self-promotion.
0:07:28 And a lot of groups like that have rules against it,
0:07:30 but that’s a really good way to get a lot of subscribers.
0:07:32 I learned that by accident
0:07:34 because somebody posted my newsletter
0:07:37 in one of those groups and we got 625 subscribers
0:07:39 overnight and I was like, what’s that about?
0:07:41 – Yeah, that’s a nice spike.
0:07:42 – I found out where they came from
0:07:43 and I was like, that’s amazing.
0:07:45 That’s how we do more of this.
0:07:47 – Instead of paying two bucks a piece, yeah.
0:07:49 – Yeah, so is it the most viable?
0:07:51 I don’t know, that depends on your ability to sell advertising,
0:07:53 but is it the fastest and easiest and what I recommend?
0:07:54 Yes.
0:07:58 – Okay, and so the $2, that was kind of the target metric,
0:08:00 especially early on, and then the $7–
0:08:01 – Yeah, but I just pulled that out of thin air,
0:08:03 so definitely don’t take the $2 as gospel.
0:08:07 – Sure, and then the $7 was your kind of estimate,
0:08:09 lifetime value, where did that number come from?
0:08:12 – Yeah, that was like a very conservative lifetime value.
0:08:16 That was assuming that they opened half of the emails
0:08:20 and stayed for only one year reading
0:08:22 based on our current advertising rates.
0:08:25 So not all those things turned out to be true.
0:08:27 They stayed for far longer than one year.
0:08:31 The open rate guess did stay about the same.
0:08:33 Be have tells us it’s 63 or 65% now,
0:08:35 but I think that’s a little high
0:08:38 based on some things that I think Apple tracking
0:08:39 that most people probably know about,
0:08:42 or if they don’t, can’t trust open rates as much anymore.
0:08:43 But that was what that was based on.
0:08:46 So the value was actually higher,
0:08:48 but I was pretty conservative in the beginning with it
0:08:51 just ’cause I didn’t have a lot of money to spare.
0:08:53 – And do you remember what the ad looked like
0:08:57 in terms of image, call to action, how was that set up?
0:08:59 – Yeah, so I tried a bunch of different ones.
0:09:01 You mentioned something earlier
0:09:05 about being this voice for the young people.
0:09:07 It’s actually not really the young people
0:09:08 that read this newsletter.
0:09:11 It’s mostly women over the age of 45.
0:09:14 That’s really like our prime target demographic.
0:09:15 They absolutely love it.
0:09:16 And we have young people too,
0:09:18 but I tried a bunch of different ads.
0:09:20 The best performing one is just this
0:09:23 like pretty attractive woman looking down on her phone.
0:09:24 I don’t even think she’s looking at her phone.
0:09:25 And she’s holding her phone
0:09:26 like she would be looking at it,
0:09:30 but then she’s smiling and looking straight away from her.
0:09:34 And then I think we put a little text over that
0:09:37 that just is like an overlay graphic that said,
0:09:39 I always know what’s going on in Annapolis.
0:09:41 And then there were a couple of different pieces of copy
0:09:45 that we put in the actual text of the ad
0:09:47 that you can do on Facebook.
0:09:48 But those changed a lot.
0:09:53 The image did not change once I figured out what worked.
0:09:56 So I spent, I think I spent like 12 to $15,000
0:10:00 of our Facebook ads blasting this picture of this woman out.
0:10:02 And that was the ad that worked.
0:10:04 So I like to think if she ever shows up in Annapolis,
0:10:06 this stock photo model,
0:10:09 she’ll, everybody will like kind of recognize her.
0:10:11 Like they’ll know that they see her there.
0:10:13 But they won’t be able to remember where,
0:10:16 ’cause it was just a random ad like three or five years ago.
0:10:18 But they won’t just like think she’s a stranger.
0:10:20 And I just hope that she visits
0:10:22 and gets like all these like weird side looks.
0:10:24 ‘Cause everybody kind of recognizes her,
0:10:25 but nobody really does.
0:10:26 I would think that was hilarious.
0:10:29 But yeah, that was the best ad we just,
0:10:32 and honestly, that was like one of the first ones I ran.
0:10:34 Kind of found success on it pretty early.
0:10:36 You don’t really need to overcomplicate
0:10:38 the ads to grow a local newsletter.
0:10:39 It’s a free thing.
0:10:42 And basically anybody in your town can read it.
0:10:44 The best thing to do is just figure out
0:10:47 which demographic response to the ads best and cheapest.
0:10:49 And also then turns into readers
0:10:51 and then just hit those people hard.
0:10:53 So eventually we just stopped targeting men,
0:10:55 stopped targeting women under 40.
0:10:58 We always only targeted within 10 miles of Annapolis.
0:11:00 And that’s also why I chose the radius that I chose.
0:11:02 We only cover things within 10 miles of Annapolis.
0:11:04 ‘Cause at the time I haven’t looked in a while,
0:11:06 but I’m pretty sure it’s probably still this way.
0:11:09 That was the smallest radius that you could target
0:11:12 on Facebook without actually putting in specific zip codes.
0:11:15 And I found that when I put in specific zip codes,
0:11:16 it was just more expensive.
0:11:20 I don’t know why, ’cause I was targeting the same people
0:11:23 if I was doing 10 miles versus uploading all the zip codes
0:11:24 in, but yeah, so that’s why I chose 10 miles.
0:11:27 It was the shortest Facebook radius I could pick.
0:11:28 So that’s just what I chose to cover.
0:11:31 – Okay, I love this line of she’s looking at her phone.
0:11:33 I always know what’s going on in Annapolis.
0:11:36 I could see that working across any number
0:11:36 of different towns.
0:11:39 And it’s like, in my case, I always know what’s going on
0:11:43 in Sammamish and rely heavily on just like our local
0:11:46 neighborhood subdivision kind of Facebook group
0:11:48 for just the latest on the rumor mill.
0:11:51 It’s like, okay, we could go a little bit broader
0:11:52 and do something.
0:11:54 I think that’d be fascinating to test out.
0:11:58 So the paid ads, the local Facebook group is very organic.
0:11:59 Sounds like other people were posting it.
0:12:01 Hey, this is a cool resource.
0:12:02 Go sign up over here.
0:12:04 Anything else that was juicing subscribers,
0:12:07 anything to like incentivize, share it with a friend,
0:12:10 send it to 10 people and get a t-shirt like not a spark.
0:12:12 Is it spark loop or what’s the built in
0:12:14 like referral system type of thing?
0:12:18 – In the beginning, I got a viral loops.
0:12:19 – That’s the one.
0:12:22 – At Sumo lifetime subscription deal.
0:12:26 I think I paid 300 bucks once.
0:12:29 And as long as I never had more than 20 or 25,000 people
0:12:33 on my list, I could use viral loops for free then forever.
0:12:36 That was before any of the newsletter platforms
0:12:39 had the referral program stuff built in.
0:12:41 Now, the only two that I would recommend using,
0:12:43 which would be Be Hive or ConvertKit,
0:12:45 they both have one built in.
0:12:48 So it’s not as big of a deal, but at the time,
0:12:49 it was kind of hard for me to do it
0:12:54 ’cause it required viral loops and Zapier into MailChimp
0:12:57 and it was a little bit expensive.
0:12:59 – Yeah, I wouldn’t have been worth it
0:13:00 without having the viral loops deal.
0:13:02 But now that they’re all built in,
0:13:04 it’s totally worth it and you should do it from day one.
0:13:06 But Facebook ads were the number one driver.
0:13:08 – What was the incentive tiers that you have on there?
0:13:09 – That’s what I’m about to say.
0:13:11 Facebook ads were the number one driver.
0:13:14 Referral program was probably the number two.
0:13:17 And I always tell this to people for any newsletter,
0:13:20 any free newsletter, that the first level should always,
0:13:22 it should be the only one that you ever care about
0:13:25 the first incentive because 90, first of all,
0:13:28 only like 10% of your readers will ever do any referring
0:13:32 and 98% of those, not exaggerating,
0:13:34 will never get past the first level.
0:13:37 So really only put thought into the first level,
0:13:38 not saying to just ignore the second and third,
0:13:39 but they really don’t matter that much.
0:13:41 And I say second and third ’cause that’s all I have,
0:13:44 but some people do four or five or more.
0:13:45 I don’t think you should do more than five.
0:13:48 So on that note, your first one should be free
0:13:50 and easy for you to fulfill.
0:13:54 It should be automated if you can
0:13:55 or as automated as possible.
0:13:58 So like, you don’t wanna be sending people stickers,
0:14:01 but you don’t wanna be having to put that in an envelope,
0:14:04 write an address or print out a label
0:14:05 and stick it on there.
0:14:06 You just don’t wanna have to do that
0:14:09 ’cause if you get a newsletter of 100,000 people,
0:14:10 you might have a thousand people that are referring
0:14:12 and or at some point you will
0:14:14 and that’s a lot of sticking stuff in envelopes.
0:14:17 So you wanna make it as easy as possible for you
0:14:18 and you wanna make it free,
0:14:19 but then you also have to think about
0:14:23 what’s actually desirable for this audience.
0:14:26 And I don’t remember where I heard,
0:14:27 well, I remember where I heard it,
0:14:29 but I don’t remember where he heard it.
0:14:31 Sam Parr, you’ve already brought that up to hustle once.
0:14:33 He said he one time was talking
0:14:35 to an old school newspaper publisher
0:14:37 and he said, “What’s your secret?”
0:14:39 And he said, “Names, I print names whenever I can.”
0:14:44 And so I do that, I print names whenever I possibly can.
0:14:46 You got some kid at the local high school,
0:14:48 got some scholarship,
0:14:49 then their name’s gonna be in there,
0:14:51 no matter how short it is.
0:14:52 We’re talking about the lacrosse team
0:14:54 that won the county championship.
0:14:57 Three of the girls on the team got hat tricks in the game.
0:14:58 We’re definitely gonna put their names in there
0:15:00 ’cause their parents are gonna read it and love it
0:15:01 and probably share it with their friends.
0:15:04 So on that note, I went for the referral program.
0:15:07 The first incentive was if you got three people
0:15:09 to join the newsletter,
0:15:10 then you got happy birthday wish
0:15:13 to the top of the newsletter on your birthday.
0:15:17 And that was incredibly popular.
0:15:19 It still is.
0:15:22 I stopped doing it because it’s been hard
0:15:23 to get referrals now.
0:15:24 Like you said, in the intro,
0:15:26 we kind of have almost half the town.
0:15:28 So finding people who don’t actually read it
0:15:29 is getting harder.
0:15:31 – Yeah, and if you’re only targeting women over 40,
0:15:33 it’s like, I imagine the other half of the town
0:15:35 is not fitting that demographic.
0:15:36 – Well, that’s who I was only targeting and advertising.
0:15:39 I’m happy if they read and I would love them.
0:15:40 – Sure, sure.
0:15:41 – But I wasn’t going after them
0:15:43 to build the core subscribers.
0:15:44 That is what I tell people now though,
0:15:45 they’re like, “How do I get referrals?”
0:15:47 And I’m like, “Honestly, ask men.”
0:15:50 Like ask the men in your life if they read the newsletter
0:15:52 because 75% of our audience is women.
0:15:55 So if you want referrals, don’t ask your girlfriends.
0:15:56 Ask your dude friends.
0:15:57 – Yeah, they’re already subscribing.
0:15:58 – Yeah, they are.
0:15:59 That’s the low hanging fruit.
0:16:00 If you want the easy referrals
0:16:02 and you want to gain the system, go after the men.
0:16:03 – Okay, so this was tier one.
0:16:06 Happy birthday wish at the top of the newsletter.
0:16:10 – Yeah, and we’ve done, I think we’ve done hundreds of those.
0:16:13 – Okay, that’s great. – People still ask for them.
0:16:15 Even though, so I’ve recently stopped doing it
0:16:16 and instead of doing that,
0:16:19 I said you can now join our private Facebook group
0:16:21 for first level referrals only,
0:16:22 which I don’t actually do anything with
0:16:24 and definitely need to do more.
0:16:26 But I think at some point,
0:16:29 and I haven’t figured out the way to do this yet,
0:16:32 that’s easy ’cause again, I’m all about easy.
0:16:35 I want to start selling those birthday shoutouts.
0:16:37 You know, like they do on the scoreboards
0:16:39 at sporting events.
0:16:40 – Right, right.
0:16:42 Pay 40 bucks, get your name on the jumbo tron type of deal.
0:16:43 – Exactly.
0:16:45 And so people love the birthday shoutout so much.
0:16:46 I think I could start selling them,
0:16:48 but I don’t want to sell more than two a day.
0:16:52 And I haven’t found a good system or integration
0:16:54 with, I use APR for a lot of things
0:16:56 where I can basically automate that,
0:16:58 but only limit it’s a two per day.
0:16:59 I haven’t done that.
0:17:01 I want to figure that out ’cause I do think we could make
0:17:03 maybe a couple of extra thousand dollars,
0:17:05 but we stopped doing that as the first level,
0:17:08 but it was wildly successful for three and a half years.
0:17:09 – Love it.
0:17:11 – And like I said, the second and third levels
0:17:12 don’t even really matter.
0:17:14 A lot of people get the first one.
0:17:16 Nobody really gets the second or third one.
0:17:18 And then you’ll have some people on the,
0:17:20 it’s just like a bell curve, right?
0:17:22 You’ll have some people on the complete other end
0:17:24 of the spectrum who get hundreds and hundreds,
0:17:26 maybe thousands of referrals.
0:17:27 And then you’ll have to figure out something
0:17:28 to do really nice for them.
0:17:33 Like we have one woman who has 625 referrals.
0:17:35 And she was the one who put it in the Facebook group.
0:17:37 She was the one that put it in the Facebook group,
0:17:38 which is how I’m lucky that she was,
0:17:40 ’cause that’s how I figured out where they all came from.
0:17:42 Otherwise, I wouldn’t have been able to know.
0:17:43 I would have seen that they came from Facebook
0:17:45 with our Google Analytics, but I wouldn’t have been able
0:17:47 to know who put them there or what page
0:17:48 or wherever they were.
0:17:50 So I saw her referrals jump overnight
0:17:52 and I was like, what’s her name?
0:17:54 I can’t remember.
0:17:56 I went to high school with her son,
0:17:59 which also helped reaching out to her.
0:18:02 But she got 625 referrals overnight
0:18:05 and I got her a gift card to her favorite restaurant.
0:18:07 The next best one is 120.
0:18:09 And we didn’t do anything incredible for that.
0:18:11 We could have, probably should have,
0:18:14 but she’s still super happy to support.
0:18:16 But she did just email me yesterday,
0:18:17 or this morning, actually, and ask,
0:18:20 can I have a birthday shout out for my daughter Florence?
0:18:22 And I was like, yeah, absolutely.
0:18:23 If you gave us 120 referrals,
0:18:24 even though we don’t really do that anymore,
0:18:26 you can absolutely have one of those
0:18:28 ’cause I’ll do anything for you.
0:18:30 – Yeah, okay, so that was tier one.
0:18:32 Was it just one, you prefer one friend
0:18:34 to get the initial shout out
0:18:35 or this now the private Facebook group?
0:18:37 – No, I’m greedy.
0:18:38 So I made the first level three.
0:18:40 Gotta make it an attainable number,
0:18:43 but you can push it to benefit yourself.
0:18:45 Like a lot of people do one and that’s fine,
0:18:46 but you can get away with three
0:18:48 and a lot of people will still do it and reach it.
0:18:50 And they’re not gonna say it’s too many.
0:18:51 Nobody says that.
0:18:53 I think if you only do one as the first incentive,
0:18:55 you’re kind of cheating yourself out of more growth
0:18:57 that you could get for pretty much free.
0:18:58 I wouldn’t do any more than three,
0:19:00 but I would definitely not do one.
0:19:03 – I like it from the standpoint of
0:19:05 heading through one subscriber into two.
0:19:07 Like this is an example from years ago on the show.
0:19:10 This is Tiffany Aliche, the budgetista,
0:19:13 and she was running her 30 day live richer challenge
0:19:15 and objective number one, day one,
0:19:16 go find yourself an accountability partner.
0:19:19 Like, boom, I just doubled my enrollment.
0:19:20 And it was like super smart.
0:19:22 More with Ryan in just a moment,
0:19:25 including the tools he uses to run the newsletter
0:19:27 and how he manages to compile and curate
0:19:30 a compelling read every weekday right after this.
0:19:33 Being an entrepreneur and being able to work remotely
0:19:35 definitely has its perks.
0:19:38 I’ve recorded podcasts everywhere from Vietnam to Italy,
0:19:40 drafted newsletters from Japan,
0:19:42 hosted mastermind meetings from Spain,
0:19:43 ended up being the middle of the night
0:19:46 to get to US business hours,
0:19:48 and outlined courses in Mexico.
0:19:51 The common thread of all of these trips though,
0:19:52 is Airbnb.
0:19:54 We love being able to get exactly what we’re looking for
0:19:58 in a place to stay and have a more local experience
0:20:01 than staying in some giant hotel chain.
0:20:02 And you know me, I’m always thinking about
0:20:05 the next side hustle idea, the next income stream, right?
0:20:07 And one that’s at the top of the list
0:20:10 is hosting our place on Airbnb while we’re traveling.
0:20:12 That way the house doesn’t have to sit empty.
0:20:14 We could use the income to help pay for the trip.
0:20:17 And we’ve heard from several successful Airbnb hosts
0:20:18 on the show.
0:20:20 And what’s interesting is a lot of them started
0:20:22 with almost that exact strategy,
0:20:25 running their place or even a spare room
0:20:26 while they’re out of town.
0:20:28 Taking inspiration from that,
0:20:31 you might have an Airbnb right under your nose.
0:20:34 In fact, your home might be worth more than you think.
0:20:38 You can find out how much at Airbnb.com/host.
0:20:41 That’s Airbnb.com/host to find out
0:20:43 how much your home is worth.
0:20:46 As business owners, we understand that good design
0:20:49 and product packaging can be key to growing your business.
0:20:50 And if your sales are lagging,
0:20:52 a rebrand might be part of the solution.
0:20:55 Still, it can be really challenging to figure out
0:20:57 how to even start the process.
0:20:57 If you’re asking yourself,
0:21:01 “Ah, is a rebrand really worth the effort and the cost?”
0:21:03 You’re gonna wanna check out a recent episode
0:21:06 of a great podcast called “This Is Small Business”
0:21:08 with Andrea Marquez that walks you through
0:21:10 the process of figuring this out.
0:21:12 The episode is called “How Good Design
0:21:14 Can Help Increase Sales,”
0:21:16 where I learned that design is so much more
0:21:18 than just aesthetics.
0:21:19 It impacts user experience.
0:21:21 It impacts brand perception.
0:21:23 And ultimately, it impacts business growth.
0:21:26 This is small business is full of practical insights
0:21:28 that you can apply to your business right now.
0:21:30 And it answers so many of the kinds of questions
0:21:32 that all entrepreneurs have.
0:21:34 Like, how to build your marketing strategy,
0:21:36 how to use email lists to increase revenue,
0:21:39 and tips to accelerate small business growth,
0:21:40 along with tons more.
0:21:42 So follow “This Is Small Business,”
0:21:46 an original podcast from Amazon, wherever you listen.
0:21:48 – All right, so today you’re sending with Beehive.
0:21:50 Initially, it sounded like it was MailChimp.
0:21:51 Today, Beehive.
0:21:54 What else is going on, tools and tech-wise,
0:21:55 to put all this stuff together?
0:21:59 – So, Beehive is probably the most important
0:22:01 because we use it to send,
0:22:03 actually send the emails and store the email addresses.
0:22:05 But second most important,
0:22:07 and it would be a close second is Notion.
0:22:11 I kind of live and die in Notion.
0:22:15 It is the source of pretty much everything.
0:22:17 It’s where we do all of our content for the newsletter.
0:22:20 It’s got a calendar in there that everything we’re doing.
0:22:22 It’s where we do all of our content planning
0:22:23 for social media.
0:22:26 It’s where I keep all my standard operating procedures,
0:22:28 my style guide for the newsletter,
0:22:30 which is really cool because it can be really interactive
0:22:33 and fun for someone to read the style guide,
0:22:34 which is usually boring.
0:22:36 So that’s a good thing to have in Notion
0:22:38 ’cause it’s just all the different blocks you can add
0:22:40 are really, really cool.
0:22:41 Literally, I keep everything in there.
0:22:45 Third most important would probably be Newspaper Manager,
0:22:50 which is a pretty old appearing software
0:22:54 that just tracks our advertising inventory and acts as a CRM.
0:22:58 I think if I were better at technology,
0:23:00 better at coding software production
0:23:04 and stuff like that, I would probably make my own
0:23:05 and I would probably try to sell it
0:23:07 and I would probably stop publishing local newsletters
0:23:09 ’cause there’s way more money in selling software
0:23:11 to the people who do these things than actually doing it
0:23:13 because I think this software–
0:23:14 – Yeah, so it travels into the gold rush.
0:23:16 – Exactly, exactly.
0:23:18 – Here’s the next side hustle, here’s the next thing, yeah.
0:23:20 – Yeah, I just don’t know how to do it,
0:23:22 which can be figured out but needs money
0:23:25 that I don’t have to invest in it yet, but I still want to.
0:23:27 But it’s a good piece of software.
0:23:28 I was about to say it’s a great piece of software.
0:23:29 It’s not a great piece of software.
0:23:30 It’s a good piece of software.
0:23:31 But–
0:23:32 – Because the great one is coming.
0:23:34 – The great one is coming and it’s gonna be called
0:23:36 who knows what, but I’m gonna make it.
0:23:38 It’s really important because we limit our inventory
0:23:42 every day, we have five ads of three different kinds
0:23:44 and there can only be one of the top two
0:23:46 and three of the bottom two or the bottom one
0:23:48 and we can’t sell more than that each day,
0:23:50 otherwise we’re screwed ’cause we can’t just add another page
0:23:54 like a magazine can, we just have a set thing.
0:23:56 Before I was keeping track of all the ads in Notion
0:24:00 and that was not good because it didn’t have any inventory
0:24:03 limiting ability and it just wasn’t the right.
0:24:06 There wasn’t a CRM, it wasn’t good for selling ads.
0:24:08 So that’s probably our third most critical piece of software
0:24:11 but that’s like, I don’t even remember how much
0:24:15 I pay for it anymore ’cause I don’t look at the bill too often
0:24:17 but it’s several hundred dollars a month
0:24:20 and I’m like, I could build this piece of software
0:24:22 ’cause I know exactly what it needs to do
0:24:26 because I’m doing it, I’m living this life.
0:24:27 When I was looking for one, I was like,
0:24:28 I know exactly what this needs to do,
0:24:30 I know exactly what piece of software I’m looking for
0:24:34 ’cause it’s such a specific need that when I find it,
0:24:35 I’m in, like I got it.
0:24:37 There’s one out there called Sponsy
0:24:39 that is selling software just like that
0:24:41 for they’re focused on newsletters
0:24:45 but at the time, it just wasn’t powerful enough.
0:24:47 I think they’ve added a couple more features now
0:24:50 that are more powerful but at the end of the day,
0:24:52 there can definitely be more than one of those.
0:24:55 – It talked to me about the content side of things
0:24:58 because it is a free newsletter.
0:25:00 The content has to be excellent
0:25:02 to get people to continue to open it
0:25:04 and continue to stay subscribed
0:25:06 and be able to view the ads
0:25:07 or eventually get into ad sales.
0:25:10 But if I’m starting out and I wanna do this for Sammamish
0:25:13 which is population 65,000,
0:25:15 like similar sized town, a little bit bigger, like, okay.
0:25:18 I don’t know if anybody else is attempting to do it here.
0:25:20 Maybe it’s like ripe to come in
0:25:21 and see that market opportunity.
0:25:24 The challenge is doing it daily and I guess you mentioned,
0:25:27 well, when I was starting out, I did it once a week
0:25:28 and then I moved to three days a week.
0:25:29 I guess you could scale it up
0:25:33 but like consistently coming up with great content.
0:25:35 That’s all local focused.
0:25:37 I’m curious, one, how you source all that stuff
0:25:39 and then how you put it together
0:25:41 and do it every day of the week.
0:25:43 – It’s easier than people think.
0:25:45 At least it is now after three and a half years
0:25:47 of doing it, coming up on four.
0:25:48 – It’s become a habit, yeah.
0:25:49 – But even in the beginning,
0:25:51 it was easier than I thought
0:25:53 because after a certain amount of time,
0:25:57 you become the source or at least a source
0:26:01 that people can go to to get their press
0:26:04 for whatever they’re doing or yeah, just that.
0:26:07 So you have to just establish yourself as a source
0:26:09 and then people will start coming to you
0:26:11 and then the hard thing actually becomes,
0:26:12 and I’ve always said this
0:26:13 and I say this to my head of content all the time
0:26:15 that I just hired,
0:26:18 it’s more important what you don’t include than what you do.
0:26:20 It’s more important what you say no to
0:26:21 ’cause like you said,
0:26:22 you have to keep the content excellent every day
0:26:24 so people keep coming back.
0:26:26 So we get sent a lot of things
0:26:28 and I’m not gonna say anything specific
0:26:29 because I don’t wanna,
0:26:31 on the off chance anybody from Annapolis is listening to this,
0:26:33 I don’t wanna get anybody upset
0:26:36 because of saying their events not cool.
0:26:37 But we get sent a lot of stuff
0:26:40 where I’m just like that isn’t gonna go in.
0:26:42 That’s not cool enough.
0:26:44 It doesn’t have broad enough appeal.
0:26:46 Maybe it’s just a very specific group of people
0:26:47 that wanna know this
0:26:50 and we’re sending out to every single person in Annapolis
0:26:52 or whatever, half of it.
0:26:54 But we don’t do any kind of segment thing like that
0:26:57 so we’re giving people specific things they’re interested in.
0:26:59 It’s just like sometimes you gotta decide
0:27:00 that’s not going in.
0:27:01 That’s not cool enough.
0:27:04 That is not broad enough appeal.
0:27:06 But how do we get content?
0:27:08 We just look at a bunch of places.
0:27:10 Probably like 50 websites that we check every day,
0:27:13 some combination of the press release sites
0:27:16 from the city and county and fire department
0:27:19 and organizations like that to the local newspaper.
0:27:21 We still have one of those,
0:27:23 a couple blogs that post stuff,
0:27:25 couple individual people that are posting stuff,
0:27:27 regularly good content.
0:27:29 – Yeah, so it’s a lot of work to kind of scour through this
0:27:31 and compile and just curate
0:27:34 what is the most important or most interesting.
0:27:36 – Yeah, that’s why the newsletter has value.
0:27:39 – Because if you’re going to comb through
0:27:41 all of these things,
0:27:45 understand, or well, even before that step,
0:27:47 pick which of them actually matter,
0:27:50 understand all of them individually
0:27:53 and then summarize them.
0:27:54 That’s a lot of work.
0:27:56 And the average person,
0:27:58 especially the average person who reads our newsletter,
0:28:02 like mom with kids or working professional,
0:28:05 they don’t have three to four hours a day
0:28:09 to read all these stories, decide which ones are important,
0:28:10 and then actually read through them
0:28:12 and understand them enough to tell their friends about them.
0:28:14 This is effectively what we do.
0:28:16 And so that’s why it is valuable.
0:28:17 It’s just, it’s a time saver.
0:28:19 All the information,
0:28:21 in the beginning, all the information we got
0:28:23 was 100% public and anybody could have gotten it.
0:28:27 Now, we are, like I said, the source or a source
0:28:29 where people are sending us stuff.
0:28:30 And sometimes we have to sit on stories
0:28:32 before we can put them out
0:28:34 because the business isn’t ready to announce
0:28:36 that they’re opening yet, but we know about it
0:28:39 and no one else does or very few other people do.
0:28:41 So not everything we’re doing now is publicly available.
0:28:44 Some people are giving us inside scoops,
0:28:46 if you will, pun intended,
0:28:50 or press releases that are not getting sent to everybody else.
0:28:54 I don’t know, but you really just have to get the ball rolling
0:28:56 ’cause you’ll find good content in the beginning.
0:28:58 And as long as you can do that for a couple of months
0:29:02 and stay consistent and be a great source,
0:29:04 then you’ll start getting more content
0:29:06 than you care to handle.
0:29:08 And that won’t be a concern anymore.
0:29:10 Or you’ll go back to something that you did a while ago,
0:29:12 like at any point in time,
0:29:14 I could throw in a link to our stories
0:29:19 of the best coffee shops in town or the best pizza in town.
0:29:22 And even better, I can ask you if you agree with my assessment
0:29:24 or my writer’s assessment of what is the best in town.
0:29:27 So you start to build up your own content
0:29:29 that if you are light on a day,
0:29:32 then you can hand that off or include that.
0:29:33 But also at the end of the day,
0:29:34 if you’re doing an email newsletter,
0:29:36 no one’s ever gonna complain
0:29:38 about getting a shorter email, right?
0:29:39 When was the last time you complained?
0:29:40 – Fair, fair.
0:29:41 – Oh, this email wasn’t long enough.
0:29:43 No, they just wanna get on with their day
0:29:46 or they’re just reading it.
0:29:47 They’re reading it on the toilet
0:29:48 or they’re reading it in the bathroom,
0:29:50 waiting in line for coffee or something like that.
0:29:52 As long as there’s like, I try to make sure
0:29:54 there’s just like one super, super valuable thing every day,
0:29:56 like something that everyone wants to know.
0:29:59 And as long as you keep pretty consistently every day,
0:30:03 something in there, then you’ll become sticky.
0:30:05 – And you’re organizing these in-notion,
0:30:07 kind of as you’re scouring through these 50 different sources,
0:30:09 like, okay, that’s interesting, drag it over here, okay?
0:30:11 That’s interesting, drag it over here,
0:30:14 and then compiling the newsletter from there.
0:30:17 – Yeah, that’s how I did it when it was just me.
0:30:20 Now, I have an assistant that goes through all the sources
0:30:23 and she just does anything that’s related to an app
0:30:25 as she puts it into Notion.
0:30:29 And then I look at that basically as soon as she’s done that,
0:30:30 like, I’m on Do Not Disturb,
0:30:31 so I didn’t get the notification,
0:30:34 but we started recording here at two and it’s 2.56 now.
0:30:36 She probably sent a message around 2.30
0:30:38 that she had done that for the afternoon.
0:30:42 So, I’ll go through as soon as she’s done–
0:30:43 – For tomorrow’s edition.
0:30:46 – For tomorrow’s edition and I’ll assign the stories.
0:30:47 Now that I have two writers as well,
0:30:51 we cut off at 3pm, so anything that comes in after 3pm,
0:30:53 we’ll go to the next day’s scoop.
0:30:55 Today, I’ll look at the afternoon assignments and see
0:30:57 if there’s anything in there that really is important
0:31:00 that can’t wait until Friday and I’ll write it if so,
0:31:03 just ’cause I’m on the podcast during that time
0:31:05 when I normally would be looking at what those stories are.
0:31:07 But I’ve just hired that head of content now
0:31:10 that that’ll be her job is to look through
0:31:12 all those stories, anything that says Annapolis,
0:31:14 my assistant will throw it in there,
0:31:16 and then the head of content will sift through,
0:31:19 like I do right now and decide what’s actually important,
0:31:21 what do we need to include?
0:31:24 What could we include if when we go through this stuff
0:31:25 that we need to include and there’s really not
0:31:29 that many stories, what might not be totally up to standard,
0:31:32 but can definitely, it could fit and we just need
0:31:35 some content ’cause we don’t wanna do nothing in there.
0:31:38 I try to have like eight stories every day, at least.
0:31:40 Something like that.
0:31:43 On a good, busy, real good day, we might have 16
0:31:44 and they’re all really, really short.
0:31:45 Some of them are less than 100 words,
0:31:47 most of them are less than 100 words,
0:31:50 but if I’m at like five,
0:31:52 yeah, maybe I’ll let the quality drop down a little bit
0:31:55 just so I can get one or two more in there.
0:31:56 – Yeah, you said something earlier was,
0:31:59 it’s more important what you don’t include
0:32:02 and this is my like working theory of podcasting too.
0:32:04 It’s like, yeah, the episodes you air have to be great,
0:32:06 but equally, it’s the ones that you don’t air.
0:32:08 They never see the light of day
0:32:09 that you decide not to record.
0:32:10 It’s like, ah, that didn’t quite make the cut
0:32:12 and it sounds like it’s the same thing here
0:32:15 and the other parallel is after a while,
0:32:17 you get a lot of inbound, right?
0:32:19 You get guest pitches or you get story pitches
0:32:21 or stuff that comes to you, but you know,
0:32:22 people say, hey, you ought to talk to so-and-so
0:32:24 and it sounds like the same thing here.
0:32:26 People start to share their events with you
0:32:29 versus having to go out and try and source everything
0:32:32 yourself, so lots of parallels there
0:32:34 and I think that’s pretty interesting,
0:32:36 but lots of work on this curation side
0:32:37 and that’s where the value comes from.
0:32:39 Like, look, we’re sifting through these dozens
0:32:41 of different sources to bring you the best of the best
0:32:43 and that’s why the newsletter has value.
0:32:45 We’re about to get to the monetization part,
0:32:47 how Naptown Scoop actually makes money
0:32:49 every time they hit send, but first,
0:32:51 let’s take a moment to thank our own sponsors
0:32:53 for helping make this episode free for everyone.
0:32:56 Let’s shift gears and talk about the monetization side.
0:33:00 It sounds like it’s primarily ad monetized.
0:33:02 At what point, like how many subscribers,
0:33:04 how many months in did you start selling
0:33:05 your first ads on this thing?
0:33:08 – I learned from somebody, and I can’t remember who,
0:33:12 that you should be open to it immediately
0:33:16 and so I had a link or like an encouragement in there,
0:33:17 if you want your business in here, let me know
0:33:20 and it was like within the second or third week
0:33:23 that somebody reached out and actually ended up
0:33:24 agreeing to something.
0:33:27 This was a web design agency that wanted to advertise
0:33:30 and I said, I will give you, I think it was five
0:33:33 or six ads, I think it was six ads, six ads,
0:33:36 any time in the next six months, you can use them,
0:33:38 but you have to pay $500 today.
0:33:41 And for some reason, this person said yes,
0:33:44 and so we did that and that was how we made the first money.
0:33:46 I don’t know if I did that again or if I done,
0:33:48 I just started selling like, here’s a four pack
0:33:51 for this many dollars, but it was really quick
0:33:54 that we started selling ads, not a lot of ads,
0:33:56 but enough ads where I was like, okay,
0:33:59 I’m still comfortable spending $1,000 on Facebook ads
0:34:01 this week or a couple hundred dollars on Facebook ads
0:34:05 this week, ’cause I know that at least on some level,
0:34:07 somebody is gonna pay to be in here.
0:34:10 So the magic T word is traction.
0:34:13 I had it and I was like, all right, I have a little bit.
0:34:14 – Let’s do it.
0:34:15 – I bet you that there will be a lot
0:34:18 and I can go all in on this and still spend a bunch
0:34:19 of money on Facebook ads.
0:34:24 It took a while to get meaningful dollars,
0:34:29 like probably many months, but got some right away.
0:34:30 And that’s, I tell people all the time,
0:34:32 if they’re gonna start this thing,
0:34:34 you should always have a link
0:34:36 or an encouragement to advertise.
0:34:38 No matter how many subscribers you have,
0:34:40 just get dollars somehow.
0:34:43 – I like that, including that in the footer of the email,
0:34:46 like your ad here, you’ll see your message inquire
0:34:48 about advertising in future editions,
0:34:49 just to plant that seed.
0:34:52 – Yeah, ’cause a lot of people won’t see it and think of it,
0:34:55 but if you say they can, they’ll think,
0:34:56 oh yeah, maybe I will reach out.
0:34:57 – Yeah, you see it.
0:34:59 Justin Welsh is one of these examples
0:35:01 where you see it like down at the bottom,
0:35:03 there’s a link to book your sponsorship spot
0:35:04 for an upcoming newsletter.
0:35:06 I don’t know if he does any vetting of like,
0:35:08 I’m not advertising that.
0:35:10 There’s like an implied endorsement here.
0:35:12 – Yeah, we definitely did not do a lot
0:35:13 of vetting in the beginning,
0:35:17 but maybe about a year in started actually doing that.
0:35:18 It’s like, I only wanna be associated
0:35:20 with really, really good brands.
0:35:23 – I think it’s illustrative of maybe the type of client
0:35:25 that would make sense, especially at that price point
0:35:28 when it’s like, dude, if you get one new client from this,
0:35:32 like he raises your $500 ad expense and then some,
0:35:34 but curious how you have it priced today.
0:35:37 I think you mentioned we have five different ad slots per day,
0:35:40 I guess probably based on placement and visibility
0:35:41 and structure of those ads.
0:35:44 – Yeah, so three different kinds.
0:35:48 The bottom kind has three each day.
0:35:51 So top one has your logo at the top,
0:35:55 a picture up to 150 words, it’s the first ad.
0:35:57 Unless we have a headline story,
0:35:58 it’s the first thing in the newsletter.
0:36:01 So probably about 60% of the time,
0:36:03 it’s the top thing anybody sees.
0:36:06 Then in the middle, we call it a feature ad
0:36:08 and that has a hundred words of photo
0:36:09 and that’s right in the middle.
0:36:12 And then right near our live music section at the bottom,
0:36:14 which is our most popular thing,
0:36:16 we have three ads we call baseline,
0:36:20 which are text only 70 words and headline and a link
0:36:22 and everybody, all these can be linked.
0:36:24 It’s funny now at the beginning,
0:36:27 those ads I sold that web design guy were headline ads
0:36:30 or what a very early version of those
0:36:33 and it was $500 for six of them.
0:36:35 Now an individual headline ad,
0:36:39 if anybody wants to buy one is $812.50
0:36:42 and it goes down with volume.
0:36:45 If you’re gonna buy 12, then that unit cost goes down.
0:36:48 If you’re gonna buy 24, that unit cost goes down.
0:36:50 If you’re gonna go buy 48, be crazy
0:36:52 and spread those over the next two years.
0:36:53 That unit cost will go down
0:36:56 or we have two advertisers that do that every single week.
0:36:57 They just pay a lot of money,
0:37:00 but the prices are very, very different
0:37:02 from when we first started.
0:37:05 Everything is really just pulling out of thin air.
0:37:07 I just, how much does this cost?
0:37:11 $500 for six ads, everything was just thrown out.
0:37:14 – Is there a rule of thumb for X price
0:37:17 based on every thousand subscribers
0:37:17 or something like that?
0:37:19 – I heard a rumor back in the day
0:37:22 that Morning Brew was charging $70 per thousand
0:37:25 and so I kind of roughly based it on that
0:37:28 and it’s actually still kind of around there, our top ad.
0:37:30 It’s like very loosely based on that
0:37:33 or I don’t think it’s loosely based on that anymore.
0:37:34 Maybe it’s just worked out that way
0:37:37 that it’s still on there.
0:37:38 Once it started stabilizing,
0:37:39 I used to change prices every week
0:37:41 ’cause we would be adding hundreds of subscribers
0:37:43 every week and I’ll be like,
0:37:46 I just sold that to you for 200 bucks for 800 subscribers
0:37:48 and I just had a really good run of Facebook ads
0:37:51 and now we have 1600 and I’m not gonna charge $200 again.
0:37:54 So I would change it every single week.
0:37:56 Then I started changing it, I think like every month
0:37:57 and then it was every couple of months
0:37:59 and now I just change it every year
0:38:02 and it’s not on any kind of,
0:38:04 oh, we have this many more subscribers.
0:38:05 It should be this much more.
0:38:09 Now I just, I’m basically up it on inventory.
0:38:11 If we sell out then,
0:38:12 and it’s like we sell out really easily,
0:38:13 I know it’s too low.
0:38:15 If it’s harder, but we still sell out,
0:38:17 I’m like, okay, we can do a little bump.
0:38:18 If we’re not selling at all,
0:38:19 thankfully this hasn’t happened yet,
0:38:22 then maybe we stay the same or even worse, go lower.
0:38:25 Now it’s not really based on any kind of formula.
0:38:28 It’s just based on feel of,
0:38:32 oh, last year we sold all of these way too easily.
0:38:33 Okay, we’ll double the price
0:38:35 and then we sold them all out again,
0:38:36 but it took longer.
0:38:38 I was like, okay, cool, that’s probably a good number.
0:38:40 That was two years ago, we doubled it.
0:38:43 Last year, we just went up by, I think it was 20%.
0:38:45 This year, probably just go up by 10%
0:38:47 and maybe stabilize somewhere around there
0:38:51 and just upgrade the prices every year by eight to 10%.
0:38:54 – Is it most common to sell like a multi-month package,
0:38:57 like you’re gonna be featured eight times
0:38:58 over the next three months?
0:39:00 Like is that how it’s typically structured?
0:39:02 – I like to sell long packages.
0:39:05 We have people who sign on to be on there
0:39:07 every other week for two years.
0:39:08 We have people who are on there
0:39:10 every other week for one year.
0:39:13 We have some people who are just pretty seasonal,
0:39:16 but they’re on for the same six months
0:39:19 and they’ll sign two year deals for those six months.
0:39:21 I just like that ’cause it’s easier
0:39:24 and also it ups your average client value.
0:39:26 There’s a, I can’t say too much about this,
0:39:29 but there’s a website that I wanna buy right now
0:39:31 ’cause I think I can do a lot better.
0:39:33 I think it’s a great opportunity
0:39:37 and their average, they have way, way more visibility
0:39:41 than I do, way more impressions, way more uniques,
0:39:46 but their average customer value is like one fifth of mine,
0:39:48 which is why I think I can buy it
0:39:49 and do really well with it.
0:39:52 But I’m just always trying to increase that.
0:39:54 I have a dentist client right now
0:39:55 who’s on just once a month
0:39:57 and our standard is really twice a month.
0:40:00 So they’re on once a month, but they’ve been killing it.
0:40:01 They’ve been doing really well with it.
0:40:05 So rather than trying to go sell a new client,
0:40:06 it’s way easier to just sell someone
0:40:08 who’s already selling with you
0:40:10 and increase that customer value.
0:40:11 – Increase their frequency.
0:40:12 – Yeah, I went to them and said,
0:40:14 “Hey, do you guys, it’s been working out pretty well
0:40:15 “once a month, gonna juice it
0:40:18 “and you’ll get a better unit rate
0:40:19 “and you’ll be in there more
0:40:21 “and you’ve already made your money back.”
0:40:23 And then a lot because I know you told me
0:40:25 how many clients you got and I’m kinda guessing
0:40:26 what your average customer value is worth
0:40:28 based on industry comparisons.
0:40:31 And I think I’m probably pretty close.
0:40:32 And so it’s just way easier to make those sales
0:40:35 than to go out and cold call a new person
0:40:35 and get a new one.
0:40:39 So I’m always trying to increase customer value.
0:40:42 And one way to do that is just raise prices every year.
0:40:47 And nobody has ever canceled because of the increase.
0:40:51 We’ve had people that advertised, stopped advertising,
0:40:53 came back for whatever reason.
0:40:55 They came back later, maybe in this case,
0:40:57 two years later and asked for a new proposal
0:40:58 and I told them and they were like,
0:41:00 “Whoa, that’s too expensive for us.
0:41:01 “We can’t do that anymore.”
0:41:03 But they’re also a nonprofit organization.
0:41:04 That’s a little different.
0:41:06 No business, no for-profit business has ever canceled
0:41:08 because we raised rates.
0:41:10 – Was that, so a little bit of inbound
0:41:12 based on the call to action at the bottom
0:41:14 in the early days and then a lot of cold calling,
0:41:17 a lot of outbound sales, trying to get people signed up?
0:41:20 – No, now a lot of cold calling
0:41:21 kinda hit a number where it’s,
0:41:23 I don’t wanna call it critical mass
0:41:25 ’cause that makes it sound like can’t grow anymore.
0:41:28 But this is one of those things I just did really well,
0:41:30 got really lucky with.
0:41:35 I figured that if I could get a really good partner in town
0:41:37 that would just be good.
0:41:39 I didn’t know why, I just knew it would be good.
0:41:42 And there was this guy who was spending money everywhere.
0:41:44 He’s a realtor, spending money everywhere.
0:41:46 I was like, I need to get some money out of this guy
0:41:49 ’cause he’s just putting his money everywhere.
0:41:50 And I bet you I could get a lot
0:41:53 and that would be really good momentum.
0:41:54 And like I said, I just know it’ll be good.
0:41:56 I don’t know why, but I know it’ll be good.
0:41:58 So long story short, we did get him.
0:42:00 A lot of cold calling, finally got a meeting,
0:42:01 finally sold him.
0:42:05 And after that, inbound leads poured in
0:42:08 because it was super validating that this guy
0:42:10 who I said he was spending money everywhere,
0:42:12 and he was, but it wasn’t just that.
0:42:14 It wasn’t like, oh yeah, great, you got that guy’s money
0:42:16 and he’s spending money everywhere, so that’s fine.
0:42:20 He’s the best at what he does, not even close.
0:42:24 He’s the best, like he’s the best anecdotally,
0:42:28 just if you work with him and feel how he makes you feel.
0:42:30 But he’s also the best by number.
0:42:31 He only sells waterfront houses.
0:42:33 He’s the number one individual
0:42:35 in the state of Maryland by a lot.
0:42:36 He’s just absolutely the best.
0:42:38 And so once we got him in there,
0:42:40 it was super validating for us.
0:42:42 And we got a ton of inbound leads.
0:42:44 And I didn’t really do any outbound sales.
0:42:46 I would just kind of take meetings with inbound leads.
0:42:50 And that’s how we got to that 200,000 in revenue
0:42:51 that we did last year.
0:42:55 Now I’ve hired a head of sales who does a lot of outbound
0:42:59 and has been closing a lot of new deals.
0:43:01 He’s only about a month in.
0:43:03 My goal is 350 this year.
0:43:06 That’s looking probably not likely,
0:43:09 but I think we’ll get close to it.
0:43:11 Even if we got to 300, I’d be stoked.
0:43:15 50% growth in a year after not anywhere near 50% growth
0:43:16 would be a good step up.
0:43:19 So yeah, that’s the next step.
0:43:20 But a lot of inbound,
0:43:23 just because we got lucky picking this one business.
0:43:25 And I was like, I know it’ll be good,
0:43:26 but I didn’t know why.
0:43:29 I didn’t think anybody would inbound come inbound from it.
0:43:30 I just knew it would be a good thing.
0:43:32 I knew it would be a good momentum swing.
0:43:34 And it was much bigger than I anticipated.
0:43:37 – Yeah, it’s another example of a type of client
0:43:39 where if I get one lead from this,
0:43:40 even if I get three leads a year,
0:43:43 like if I’m selling a million dollar waterfront house,
0:43:45 like my commission from that races all that expense.
0:43:48 Plus it’s just, it sounds like he wants to be everywhere.
0:43:51 Anyways, and it’s like front and center
0:43:52 in people’s inboxes.
0:43:53 It’s a smart place to be for that.
0:43:54 – That’s even better than that.
0:43:56 His average home price is 2.6 million.
0:43:58 So he’s definitely making his money back.
0:44:00 And then this is the real secret.
0:44:02 We do, for the most part,
0:44:05 we do exclusive advertisers per industry.
0:44:07 If they spend a reasonable amount of money with us,
0:44:09 like we’re not gonna give the $1,500 customer,
0:44:12 $1,500 your customer exclusivity in their industry,
0:44:14 but they’re spending tens of thousands.
0:44:15 – Yeah, yeah, yeah.
0:44:16 – That’s high for us.
0:44:18 That would be something that warrants exclusivity.
0:44:23 So I do no other residential real estate agents.
0:44:25 And he knows that if he did cancel,
0:44:27 if I said the price is now this,
0:44:28 and he was like, nope, I’m out,
0:44:32 then I would make probably a maximum of three phone calls.
0:44:34 And I would have another real estate agent in there,
0:44:37 probably at the new price or close to it.
0:44:39 And he would never get back in
0:44:41 because we would do exclusive for them too.
0:44:44 And he got it first.
0:44:45 He was the first agent we’ve ever had.
0:44:47 We’ve never had another one.
0:44:50 And he doesn’t want to lose that, I don’t think.
0:44:52 – It sounds like he was kind of the anchor tenant
0:44:54 and ended up attracting others as well.
0:44:55 Like if you had a retail plaza
0:44:58 and you attracted the Walmart or something.
0:44:59 Yeah, very good.
0:45:02 – I call them the white whale.
0:45:06 – Yeah, and you’ve got a lot of inventory to sell.
0:45:10 We’re talking five ad spots a day times five days a week.
0:45:11 And one thing that’s interesting,
0:45:14 even at the 200,000 revenue level,
0:45:16 already at or above this metric
0:45:20 that traditionally heard of in email marketing of a dollar
0:45:21 per subscriber per month,
0:45:23 which for my world and sending once a week,
0:45:26 like that’s pretty high, but sending every day,
0:45:27 like the would pencil out.
0:45:31 And if you get to 300,000 at 18, 19, 20,000 subscribers,
0:45:32 you’re well above that.
0:45:35 And that’s pretty impressive.
0:45:36 And the question…
0:45:37 – I’ve actually never heard that step.
0:45:41 – Oh, I think I’m from Russell Brunson from ClickFunnels.
0:45:44 The question is like, at what point
0:45:45 does it kind of max out?
0:45:48 Like you’re already at half the population.
0:45:51 How much room to grow this thing is there?
0:45:53 And even not to say that it has to grow indefinitely,
0:45:54 but it’s like, okay,
0:45:56 can we get this thing to half a million a year
0:45:58 and then go focus on our software project?
0:45:59 Where do you want to take it?
0:46:04 – Yeah, I think audience is probably pretty close to maxed out.
0:46:06 Like I said, I’m not spending on any Facebook ads
0:46:10 at this point because I have to spend a lot to acquire a reader.
0:46:12 But we are still getting new readers
0:46:13 because people are telling their friends
0:46:16 or we have SEO content or something like that.
0:46:17 So we’re not totally maxed out.
0:46:19 Like we’re still growing every single day,
0:46:21 even if it’s by one or two email addresses,
0:46:24 it’s bigger every single day.
0:46:26 And most of the time it’s more than one or two,
0:46:28 but it’s probably more like seven to 10,
0:46:29 which is not a lot,
0:46:31 but we’re not doing anything to acquire those seven to 10.
0:46:32 So that makes me happy.
0:46:34 We’re not losing any.
0:46:35 In terms of revenue,
0:46:38 I think it probably maxes out just newsletter
0:46:42 at four to 500,000.
0:46:43 And that’s with everything completely sold out.
0:46:44 So you’re probably never gonna get there.
0:46:46 Probably 400 would be a really good target.
0:46:48 350 is an aggressive target for this year.
0:46:50 400 will definitely be the target
0:46:51 for next year from newsletter.
0:46:53 But then we can start selling Instagram stuff.
0:46:56 We’re selling a lot more Instagram reels now.
0:46:59 And those are pretty good margin things.
0:47:02 It’s not really any work for me.
0:47:04 If I do it right, set it up right.
0:47:05 – Who makes that?
0:47:07 So the company makes those and you post them on the feed?
0:47:08 – Well, those are my favorite.
0:47:09 Sometimes that does happen.
0:47:10 The company’s like,
0:47:11 “Hey, we have a video, can we post it on your feed?”
0:47:13 And I’m like, yeah, it’s a good looking video.
0:47:14 We can post that.
0:47:16 – What do you charge for those?
0:47:17 – I’ll give them a little bit of a discount,
0:47:19 especially if it worked with them on other things
0:47:20 or they’re gonna buy a couple of them.
0:47:22 Like we have a running company that,
0:47:24 running race company that bought a couple of those,
0:47:25 but just had their own video.
0:47:30 I think we charged them like $500 to post each one
0:47:32 because they did two.
0:47:34 Usually it would be 800,
0:47:37 but that also relies on maybe us making a little bit of it.
0:47:41 Now at this point, my standard price for that is 1500 bucks.
0:47:42 If somebody called and said,
0:47:44 “I have my own video, we’ve worked with you before.”
0:47:47 I’d probably go down to a thousand at this point.
0:47:50 But if somebody’s gonna come in and do,
0:47:51 we’re gonna produce something.
0:47:52 I have to go and film it
0:47:54 or I have to pay someone to go and film it.
0:47:55 We have to pay a couple of people to go film it
0:47:57 ’cause in some cases, like when it’s coming up,
0:48:00 I need a video and I need a drone.
0:48:02 So maybe that would be over 2,000.
0:48:06 But based on who it is and their average customer value,
0:48:08 they should make their money back pretty easily.
0:48:09 It’s all about the value that you’re creating.
0:48:11 – What role did Instagram play
0:48:13 in the growth of their business?
0:48:16 – It’s hard to say how many people have come to the website
0:48:18 and converted from Instagram.
0:48:20 But in terms of the growth of the business,
0:48:23 it’s been fantastic because it’s the public validator.
0:48:25 Nobody can see how many newsletter subscribers
0:48:28 that we have every day except me and the team.
0:48:31 And then if anybody gets the media kit, they can see it.
0:48:34 But anybody can go see the Instagram.
0:48:35 They can see how many people follow it.
0:48:37 They can see how many people are actually liking the post
0:48:39 and commenting on the post, which is a good number.
0:48:42 It’s just a great reputation thing.
0:48:45 It hasn’t been a lot of advertising dollars
0:48:46 that people were spending on there.
0:48:48 It hasn’t been a ton of newsletter subscribers
0:48:52 that we’re getting, but it’s a really, really good wow value.
0:48:53 It’s funny.
0:48:54 My newsletter is smaller.
0:48:57 It’s 18,400 compared to 22,000.
0:48:59 But if you know anything about newsletter versus Instagram,
0:49:01 you know that’s much more powerful.
0:49:02 – Totally.
0:49:04 – And newsletter last year generated,
0:49:09 I think like 170 in revenue and then Instagram was like three.
0:49:11 So everybody introduces me though as they’re like,
0:49:11 “Oh, this is Ryan.
0:49:13 He’s got this really big Instagram.”
0:49:15 And I’m just laughing on the inside
0:49:16 because it looks really big.
0:49:17 And it is big.
0:49:19 It’s a big Instagram, especially for our town.
0:49:21 – Yeah, they’ve been a local market.
0:49:23 – But I should have introduced this guy
0:49:23 with the local newsletter
0:49:26 if they were turning about actual power.
0:49:27 Like what you could do with it.
0:49:31 We’re doing a blood drive next week for our local hospital.
0:49:34 And I put it in there today, 6 a.m.
0:49:37 I went to check around, I think 11.
0:49:38 How many spots were left?
0:49:40 There was one spot left.
0:49:45 And so we filled up 35 spots in three hours or four hours,
0:49:47 five hours with just the newsletter.
0:49:50 I didn’t even have time to put it on Instagram yet.
0:49:52 So I do think it’s always funny
0:49:54 when people introduce me as the guy with the big Instagram.
0:49:55 – Yeah, that’s what they could see.
0:49:57 – Actually, the newsletter is the pretty good thing here.
0:50:00 But yeah, it’s not the thing that you can go on and see.
0:50:02 You can go be impressed by 22,000 followers.
0:50:04 You have no idea how many other people
0:50:05 are getting this newsletter that you get every day.
0:50:08 – Yeah, well, this has been fascinating stuff.
0:50:09 You got me thinking about like,
0:50:11 oh, could I do this for Sammamish?
0:50:12 Should I do this for Sammamish?
0:50:15 I know Nathan Berry was starting up something for Boise.
0:50:17 So I was like, well, maybe there’s something here.
0:50:20 You make a compelling case for the local newsletter business.
0:50:23 You can check it out, naptownscoop.com.
0:50:27 You can find Ryan at Life of Underscore Scoop on Twitter.
0:50:28 It’s a good place to follow along
0:50:31 and see what’s going on in the local newsletter business.
0:50:32 Let’s wrap this thing up
0:50:34 with your number one tip for side hustle nation.
0:50:38 – Read the book, How to Get Rich by Felix Dennis.
0:50:41 It is, at the very least, entertaining.
0:50:44 And at best, it could possibly change your life.
0:50:46 It’s just absolutely incredible.
0:50:47 Have you read it, Nick?
0:50:48 – I have heard of it, but have not read it.
0:50:51 – Like I said, even if it’s just for entertainment, read it.
0:50:55 ‘Cause the guy’s a beautiful writer and he’s hilarious
0:50:56 and he’s very interesting.
0:50:58 So he tells this great story about his life.
0:51:02 But if you’re interested in your own business in any way,
0:51:03 it’s probably gonna be your favorite book.
0:51:04 It’s so amazing.
0:51:06 So that’s my tip to anybody.
0:51:09 Read it, read it again.
0:51:12 Buy it if you audible it, which I do recommend.
0:51:14 The guy who reads it has a beautiful accent.
0:51:16 But buy it, physical copy, honestly.
0:51:18 It’s an instruction manual too.
0:51:20 There’s some really amazing things in there.
0:51:22 – All right, How to Get Rich by Felix Dennis.
0:51:24 We’ll link that up for you.
0:51:26 Couple takeaways before we wrap up.
0:51:27 One thing that really stood out was this idea
0:51:29 that momentum breeds momentum.
0:51:31 The more people subscribe to it,
0:51:32 the more of a thing it becomes.
0:51:34 It becomes kind of this self-perpetuating cycle.
0:51:36 The more advertisers you book,
0:51:38 the more people see that people are booking ads.
0:51:41 And it really starts to get that flywheel spinning.
0:51:41 And the other thing,
0:51:44 if you’re gonna do this for your hometown,
0:51:45 you’re gonna have to live it and breathe it.
0:51:49 You’re gonna have to really be the curator of that information,
0:51:51 but good things can really happen as a result.
0:51:54 So again, Ryan, I appreciate you stopping by,
0:51:55 sharing your insights.
0:51:57 Big thanks to our sponsors
0:51:59 for helping make this content free for everyone.
0:52:02 You can hit upsidehustlenation.com/deals
0:52:05 for all the latest offers from our sponsors in one place.
0:52:08 Thanks for supporting the advertisers that support the show.
0:52:09 That’s it for me.
0:52:11 Thank you so much for tuning in.
0:52:12 If you’re finding value in the show,
0:52:14 the greatest compliment is to share it with a friend.
0:52:16 So fire off that text message.
0:52:18 Hey, we should totally start this for our town.
0:52:20 Until next time, let’s go out there
0:52:21 and make something happen,
0:52:22 and I’ll catch you in the next edition
0:52:24 of The Side Hustle Show.
0:52:25 Hustle on.
0:52:35 [BLANK_AUDIO]
Local newsletter business opportunities have always caught my eye as a side hustle enthusiast.
I’m constantly on the lookout for ventures that are low overhead, scalable, and sellable.
Newsletter businesses, with examples like The Hustle and Morning Brew, tick all these boxes, selling for impressive 8-figure exits.
But Ryan Sneddon from Naptown Scoop has taken a unique approach to the newsletter business, focusing on his local hometown, Annapolis, Maryland.
He has become a pillar of the community along the way while making $200k a year from 18k subscribers.
Tune in to Episode 615 of the Side Hustle Show to learn:
- how Ryan grew his subscriber base
- how he monetizes the business
- the logistics of putting out high quality newsletter five days a week
Full Show Notes: Local Newsletters: $200k from 18k subscribers
Your Listener Bonus: 50+ Newsletter Niches
New to the Show? Get your personalized money-making playlist here!
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