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A
You may have heard of Jack Fricks. He's a solopreneur who is living in his mom's basement and then figured out a way to make $20,000 mrr with his software Post Bridge. But he's been dealing with a huge retention issue. And I think that there's thousands of business owners or entrepreneurs who are dealing with retention as well. So today's an episode like no other. We're actually going to go through how to fix Jack's retention. We're going to give him a ton of ideas on how he should do it. This isn't the sexiest video. I will. I'll be honest. This is like a lot of material. But I think that anyone who sticks to the end is going to be better at fighting retention. And you need to know how to fight retention if you're going to be a successful founder. Otherwise, you're going to be losing your customers left, right, and center. So I'm excited for you to stick to the end, to like this episode, to comment on it and just go through this so that you can be a solopreneur that makes at least $20,000 a month like Jack. Enjoy the episode. This has never been done before, I don't think. On the history of the Internet. I saw Gabe breaking down Jack's software postbridge. I think he's making $20,000 a month from his solopreneur software. And Jack's been dealing with a bit of a retention issue, a churn issue, and he's been fighting that good fight. And Gabe actually had some amazing advice on how to reduce Churn. So I brought both of them on. And Gabe, by the end of this episode, what are people gonna get out of this?
B
I think that people are gonna realize that their source of user base can come from more than one place. And ultimately everything needs to have a direction and it needs to be pointed in one way. So hopefully at the end of this, everybody can kind of go and look at their app and their stack and their. Their audience stack, so to speak, and figure out where their holes are and then start to plug them and point them in the correct direction.
A
Okay, so you're going to be like a doctor. You going to be like Dr. Retention for Jack.
B
Is that my new. My new skick right there? Is that my stick?
A
Exactly that. Exactly. And you're going to. You're going to hopefully get jack from 20k to 50k mrr. And in the process, you know, Jack's going to get a lot of good stuff out of this. But also people are going to have some good takeaways around for their own stuff, own products. How to fight the good retention fight. So without further ado, well, welcome, Jack. Welcome, Gabe. And let's see what you can do.
B
All right, I think maybe we start a little bit with Jack. Jack, tell us a little bit about PostBridge and tell us a little bit about what PostBridge is.
C
I mean, basically PostBridge is a software I made for myself just to post, you know, one post from one place to all platforms. So I started with, you know, videos and I wanted to post them to TikTok, Instagram, YouTube, etc. And just from one place. So I built it and it's basically now a scheduling tool that lets you post in multiple places from once. But yeah, like right now I'm. We're facing quite, or I'm facing quite a bit of Churn. Cause it's really just me. Um, and it's been like a very big hurdle to really figure out, you know, how to tackle this. And I think you kind of alluded to on Twitter already that you have a plan and I'm excited to kind of see where you take it.
B
Okay. How many users do you have now, Jack?
C
Roughly like active subscribers. 1500.
B
1500. That's a solid user base for founder led. I think, like there's a lot of founder led SaaS, guys that don't have anywhere near that number. So just so you're aware of who I am, I'm just a lifelong marketer and I'm an add tech enabled entrepreneur. I do a lot of different things in like a normal marketing agency space. Jack, when I saw you posted about Churn and that was being your mission, what I did was because I've been watching you for a while, I kind of zoomed out and, and I think that, you know, on the screen now you can kind of see the old way was one person, one thing, one product, one channel. And for you, that was you X and Twitter, right? Like you grew on Twitter and that's where you've, that's where you grew your audience and you grew the tool. And I'm sure you've had some stints in a few other places, right? And. But now the new way is multiple connected people. Meaning I think that you, you go from solving one person, one person's problem and helping adjacent people to that original person or icp solve their problems. And ultimately you can enable a whole ecosystem of things that can work for your app and your product. Because you can have one product that enables other people to do the things that they need to do to succeed. And we just need to build the stack of all the different points that are available to you to point them into postbridge. Maybe adjust a little bit of positioning as we kind of move down here. This is like, I've. I think this is your OG image for your app, right. And this is kind of what I envision Post Bridge is when I look. I look at your current, how you have it currently positioned and kind of what it does. And like, I. I imagine that this is kind of like, this is probably pretty accurate in terms of positioning. Right. You don't need to fight because Post Bridge can schedule all your posts to all your different platforms very, very quickly. Right?
A
What, Jack, I have a question. Like, what is the, you know, res on d' etre, like, the reason to exist for postbridge? Because when I look at this, I'm like, well, doesn't that exist in other products? Like, why do people choose postbridge?
C
I mean, I think the main reason is really just like, well, one, the pricing, like all the other social media schedules, they cost absurd amounts, considering the costs to run them are not that high. Like, it is a SaaS. It is a software business. So I'm priced very, very fairly, like, you know, 105 to 10 x, all of the other similar tools. And the second thing being that it's super simple. There's less features and that's intentional. It's like a light version. But that also means that, you know, anyone can use it and they can share with their team and they can. They don't have to get confused. They don't have to learn a whole new stack. They just go into the tool and it's like, okay, I click a few buttons and it just works. It's like the bare minimum. And you pay for that too. You're saving in time and costs. And I think that's why people choose postbridge mainly.
A
Yeah. So I tweeted actually the other day, I said, pricing strategy is a moat. So by you coming in as being like the cheapest, I think there is some value in like, positioning that somewhere. Like, you know, what do you think, Gabe? Do you think that, you know, more of that positioning might help with conversion? Maybe retention or maybe it hurts retention. What do you think?
B
I think it hurts retention, believe it or not. Especially now, because the. The gap to the gap to building something yourself is small. It's very small. But that. And that's just within your immediate reach of people, Jack, like, who you're exposed to But I think, I think that you're missing the larger piece of the audience you could be capturing. And it's, I think that the low price point invites people who probably do what we call tool jumping. They try a little bit of everything and jump around on different things. And I think that a pricing adjustment combined with a few other things will probably net you a little bit more of a value enabled audience. And I think that, you know, you can think about whatever app subscription you have, you know, that are consumer based, they're like 10 bucks a month, they're super cheap, and people typically turn them on and off at will and don't commit to really using them. And that's because I think, I don't think that value is instilled through the pricing and the messaging. So I think that's the biggest adjustment that we have here. Pricing, messaging, and then, and then availability or capture of additional, of an additional icp. Greg, what do you think?
A
But then how does he stand out? Because if he's just going to increase prices and then he just becomes another one of those tools, like, you know, how do you, how do you think about that?
B
And that's, that's what this part of this is going to be, is pulling that apart and putting more of Jack into the tool. And I think that that's really, really important. We got to put Jack in the tool because right now Jack's got the idea, he's got the idea of him, of, of what he wants in the tool, but he's not in the tool. He doesn't show up in it. So pricing is one, is only one piece. The goal isn't to raise it to the roof. The, the goal is only to raise it with the value that it actually brings. And I think that's what we're going to get into.
A
Okay, yeah, I interrupted you, my bad.
B
That's okay. That's okay. I mean, it is your pod, you know, it is your podcast.
A
I mean, if I can't interrupt you on my podcast, like, where can I interrupt you? You know?
B
Exactly. So, Jack, what is the thing that you're missing? And I think you need data, I think you need data at scale because we need input and we need to structure it and then we need to take action on it. And you've started that because you mentioned you're starting like user, user calls and like you've been interviewing users and past users.
C
Yeah, I have had already, I think seven or eight calls in the past two days. And they've been going, it's been Eye opening already. So I, I've been neglecting that for the last eight months and it's something that I need to catch up on for sure.
B
What do you think, what do you think you uncovered that you previously didn't understand?
C
I mean, so far I think the main thing has been I've realized that my more of my ideal customer is someone who already has an existing business that's, you know, doing well. They're already posting their social medias and less so someone who is coming into this game brand new, who doesn't know how, you know, posting works, they don't know where to post, how much to post. Those people I can educate but the other people that already have businesses that are already posting, they're already primed, they're already ready to use it and they're already like, you know, they're already willing to stay because it's. So it's such a good price for them too that you know, they just don't even think about it. Like one customer said, it's like chat GPT. They just have the subscription and it does the thing and they don't even think about the price.
B
What do you think, Greg? Do you think, do you think that Jack's currently positioned to be the. He's. He's sniping the enabled audience to bring them into his, into his world. And I think that's a really small piece of the bucket.
A
So is the question, should Jack focus on like the newly solopreneur who's, who has an idea and wants to put it in action or people who have existing social, like basically, where should, is that the question? Where should Jack be focusing?
B
I think, I think what I'm asking you is do you think that, do you think that Jack's current positioning is more aimed for the people who have an existing audience or do you think his current positioning says this is a tool, this is what it does, it's available to you.
A
So to me there's two, there's two positionings. There's like Jack's positioning and then there's post bridge positioning. Positioning and Jack is basically the top of the funnel and post bridge to me is like the middle of the funnel. Jack's positioning to me and I consume his Instagram content and his X content is, you know, mostly younger people who want to start their first company, who want to quit their job, who have this dream of doing software, basically who want to be Jack. People who want to be Jack. Jack is kind of living the dream. Like 12 months ago he was making like, I don't know, $1,000 mrr or something like that, living in his mom's basement now. He's, you know, look at him, he's in this like fancy apartment. He's got like fancy headphones and a fancy microphone and he's got all these followers and he's making $20,000 a month. Like, people want to be Jack. So those people, that's. Okay. So that's the positioning of Jack and then the positioning of PostBridge. Can you actually pull up Post Bridge like the website? Yeah, the positioning here. And Jack, I love you. I love you.
C
I'm ready, I'm ready. I'm ready, I'm ready.
A
I love you. And also my team just signed up to Post Bridge yesterday. So like we were using the product. To me, it doesn't have a strong point of view. Like to me when I read this, I'm like, okay, cool. I can schedule my content, you know, everywhere in seconds. But like, I've seen, I, you know, I've seen this before. I've seen this. The only like value add to me if you scroll down is the, it's not expensive, you know, and then it's like, okay, no brainer. So it becomes like almost an impulse purchase. So the. So I think for, if, you know, for Jack, I think the question is, okay, what is Jack's content strategy? And then, and then from a positioning of postbridge, who's the ICP that you know that Jack wants to go after? Or. And also is the greatest opportunity. And that's also, Jack might actually might say, like, you know what the greatest opportunity is in people from switching from hootsuite to postbridge or Buffer to Post Bridge. But I actually don't care about that audience. I'd rather build a $25,000, $50,000 a month, $100,000 a month business focused on solopreneurs. So that's actually a question for you, Jack. Like, yeah, who, who, who lights you up? Like, which audience lights you up? Is it the small business, small to medium sized business, or is it, you know, the next generation of Jacks?
C
I mean, like, I've never really thought of it that way. At least recently because I've been doing user interview, user interviews. And like I see, you know, there's a business and they're a very good customer. But, um, I think when you ask it that way, I think the person, you know, who makes me excited is, is like building kind of for myself. Um, but, but not just myself. Like people who have. Are where I was a year ago. Right. Like as you alluded to. I am kind of building for previous Jack in a sense and I do think that's the most like interesting way to go. Although I still don't know if it's the right way to go.
A
My take is there's, there's big enough markets in both, in both of those, the person who, who wants to be like Jack, who wants to be a solopreneur, who wants to like build something like this, that's one market and then the other market around like small to medium sized businesses who are using a tool and getting them to switch that. It's, it's all, you know, the question is like when, when you, when you, when you choose your market, you're kind of like you're kind of sealing your destiny a little bit. So it's an important way. You know, you, you do kind of have to be very specific about who you're going after. And I think this is a mistake a lot of people make is they, they're kind of like yeah, we can work with small businesses and we can also work with solopreneurs.
B
Yeah.
C
Yeah.
A
And that's, that's tough. And, and when you do that, oftentimes you have a retention issue. Yeah, I agree. I, I have two quick notes on that. I would be curious to know what's the retention from like the, the Jack cohort, like the, the, the wannabe Jack cohort and what's the retention from the small to medium sized business and is that different? That's one question.
C
It's only something I've been able to collect data on in the last like or sorry I've started collecting data for that so I could know in the last like two weeks. So really I like, you know, I ha. As Gabe kind of said earlier like I have no data or very little data to work with here. So, so that's a, it's a good question that I can't. If I survey them now, you could
B
get it easily how. And that's create creating on next login. Right. And I'm going to speak a little bit of dev enabled speak right now. So Jack creates component inside the application that on next login until complete you give them an onboarding data collection survey that just pops up and takes focus until they either complete it or they just can hit skip a hundred times until they you know, get into the app. Like they can hit skip every time or you know when they reach the end of the multi stage questionnaire it could be like five or Six questions, you know, one card per question, and then it slides to the next. And then once you finish it, you log the completion and then it isn't force shown to them every time they open the app. And I think that's a very easy way for you to immediately collect information from your users because the guys who are going to, like, not want to do that will just hit skip a bajillion times and the other ones will just be willing. And depending on how you position it, they'll probably be more willing, depending on how you ask in the message. Like, we are asking our users because we want to make sure that we're delivering the most value possible, right? And like, that's a great way to get a user to participate and say, oh, okay, this person wants to make the experience better for me as a user, so I'm definitely going to participate. And then there's going to be people who are so scattered that they're like, what is this? Get it, get it out of my face. And they hit the skip or the close button and they're not worried about it until they come back like 48 hours later and they see it again. So it's just something that's easily skippable. And like, they can either click skip or close it or. And then the other option is, like I said, when they complete it, you log that as like, is is survey complete, equal, true. And then if, if true, no longer show survey. And I think that's a really easy way. You can collect that data from your existing user base without having to, like, inherently ask them for permission. What do you think, Greg?
A
Yeah, I mean, I think that's a, that's smart. It's really smart. The other thing you can do is, I don't know how much email marketing you're doing, but you can tag people based on what they respond and then you can upsell them stuff, right? So you can, you can, you could be, you know, based on how they respond to the, the survey, you can basically be like, okay, this person, you know, is super happy. They love the product they're retaining. There might be a starter at $9 a month, you could, you can send them an email being like, you know, thanks for taking the survey. I'm going to give you 50% off yearly. And, you know, with some FOMO with, you know, within the next 24 hours, you have to, you know, only for the next 24 hours or 72 hours. And that's another way, you know, it's so, you know, one thing I've noticed about solo. A lot of solopreneurs is they're not using email marketing to lock in people who are from monthly into yearly customers and those customers are going to retain better.
B
Absolutely. Speed. A speed to cash collection is like one of the most important things that you as a business operator that wants to either wants to scale or sustain, needs to understand is that the faster you get somebody's, the faster you get somebody's total cash collection, the more you can put that into play into further creating additional offers for them or creating sustainability and value delivery inside your application. And that's like, that's a little bit of marketer for you is like how much of the ltv, the lifetime value of your client are you going to try and collect upfront? How much cash are you going to try and take? Right. Because the aov is like $9 a month and from each person. Okay, what if we could increase the AOV and measure the AOV on a yearly basis and then you can build the funnel of people that come into your application as users based upon yearly acquisition instead of month to month acquisition. Then you can change the way you look at the data over a period of time and that makes it way easier to see. And all of a sudden way you measure your churn goes down because you're positioning yourself as, because if you, if you capture more of them at a yearly subscription on the front end of your of signup, you position yourself from having to look at month to month churn, it should drop to near, it should flatline at that point if you make the value delivery big enough for yearly, I think that's, I think that's something worth looking at here because frankly you've got both price points really well nailed.
A
Jack, what's going through your mind right now?
C
I mean I'm just thinking like when I get off this, I'm going to start drafting out my email flow is better.
A
What are you using for email marketing right now?
C
Right now I have like I have a disconnected kind of flow from flodesk. So like someone comes and I have like a basic nurture that just sends to everybody and then I also have like some activation emails sent out through like my own email. So like, like API this just like if, if they don't post to send them an email, if they don't connect accounts in the first three days I send them an email. Like just basically that.
B
So you've got action driven emails that are driving your first like weeks worth of flows. Yeah, so that's great. Do you Have a standard onboarding flow. Like every day they get an email for the first seven days that teach them how to show how to use the application.
C
No, I have like four emails in my standard flow that are, I think one of them has a demo, but the rest are just like kind of tips and tricks.
B
Okay. I think sometimes people need the help in understanding how they're supposed to use an application so that they can see the value. And now this is where Greg is going to say speed to value is also a way you can reduce monthly churn. How quickly are you getting the value to your user? And that's usually through product enablement. Would you say that, Greg?
A
Yeah, I would. So I think about onboarding as there's two ways to do onboarding. Upfront onboarding, which is like you sign up to a product, maybe you get some emails being like, here's how to use the product on day one, here's how to use the product on day three, here's how to use the product on day seven. Or contextual onboarding, which is as you're using the product, it's kind of teaching you best practices. I am of the camp that contextual onboarding ultimately outperforms.
B
Agreed.
A
You know, upfront onboarding. So one thing to think about if I was Jack and I was trying to increase retention is throughout the product. If you can like litter in and you're so good on video anyways, if you can litter in like hey, I'm Jack, you're, you're on the, like scroll up for a sec. You're on the, you know, selecting account screen, like literally loom style videos around like okay, my number one tip would be this, my number one tip would be that. And just litter. It's like, it's honestly shocking how non video websites are and software is when you think about it. Because the way people consume content and software today is content is videos. They want videos. They're on Instagram Stories all day long. They're on TikTok all day long.
B
Do you see the screen down here? Like, yep, you've got the little crisp icon here. Is that what this is? Or is this okay, you got your, you got your help guy, right? So ultimately like this should be a picture of you going like this pointing, right? Yeah. And because if you can get somebody to click on that, then you can teach them about what's on the screen. That's a, that's a great example of
A
how that works also the more Jack. I mean, well, it's, it's, it's It's a double edged sword and I'll explain why. But if you get, if there's more Jack on this, on the software, people are less likely to churn because then they're like, I don't want to, you know, I love Jack.
B
I don't want to. Like he's so helpful.
A
He's so helpful. I can't, I'm not going to cancel on Jack. And I think there's this new wave of indie startups that people would rather support an indie startup and an indie founder over, you know, a $250 million venture backed founder, 100% team or conglomerate or you know, salesforce product or whatever. So I think that, you know, I think that if you, if there was more Jack on here, you would see retention go up. I also will say though, if you sold the company, there's more key man risk if Jack is everywhere, right? Because let's say I come to you, I'm, you know, we buy companies. So if I saw, you know, just speaking honestly, if I, if I saw like Jack everywhere on this product, I'd be like, okay, well I'm gonna need Jack to like update these videos. You know what I mean? So there's more risk, but there's some balance that you can do. And then maybe over time you can kind of like put members. Maybe you would hire someone and maybe have someone else's videos.
B
It could even be AI and a mascot. Now that's a big thing. It's like your mascot teaching them like you can do that with VO3 or whatever else. And maybe it's a picture of the golden, maybe it's like the Golden Gate Bridge as like a claymation or something. Who knows, right? There's, there's ways you can minimize that risk for sure. So what do you think? We jump into the, the Excalidraw and start drilling down this list.
A
Let's do it.
B
All right, here we go. Ultimately, right now, Jack, I think you're foxhole on X. You're stuck on, you're stuck, you're stuck on X. And that's about, it's. There's five ways that we can, that I immediately see to, to show you how you can fix this. And all of them surround. So this is like five problems, right? So the first one that I saw when I look at you and your current stack is that right now there's no community for post bridge. There's nowhere for people to go and talk about how they're using it, right? Because if we can, if we can Give them a place to talk to one another, which could be on school, it could be on Wap, Circle, Heartbeat, Discord. I don't know. Greg's probably a little more on this camp and so am I. I'm.
A
I'm in the whatever works camp.
B
Right. And that's the best way to do it is like, Jack, whatever you like and whatever you think most of your users are going to be interested in, it's probably going to be like Discord.
C
Yeah.
B
If I'm really honest. Right. And that makes sense. Right. Because we can create a space for users to connect. You can build the ecosystem around the product. You're going to get what, you're going to get more feedback and you're going to get like people who are like totally willing to like show you where they found bugs so that you can fix them and you're going to enable user to user value. And that's where, that's what like startup Empire with Greg is fantastic at, is creating user value, where they start to engage with one another and they value your product with your community because of the people around it. Right. And so this is, this is more along the lines of the, the founder led SaaS model, the found, the founder led community model. And it's a little bit more marketer ish. But at the same time you can, you can build this around anything because if you have something for sale, there's. You sell it to more than one person. Right. So ultimately, if more than one person buys it, hey, we've got a community that we can build that. So this is like problem one. Greg, do you want to add anything on this?
A
I do. The mistake 99% of people make when they add a community is they, they think about themselves and they're like, yeah, I'm going to have a community and people are going to talk to each other. And you know, that's why there's so many zombie communities out there. The important thing for you to consider, Jack, is what is the utility and outcome that people will get by joining this community? So I think that if there was a community that was people sharing formats that worked for them, and that's something you talk a lot about, you know, on X and Instagram, that that would be super value add for anyone. Like, I would join that community. If I could be in a community of people being like, have you seen this format? Or, you know, look at what, you know, this creator did, I think that would be super valuable. And what I would do is I would include that as a perk. To being a. And maybe this is how you're thinking about a Gabe as a perk to, to being a Post Bridge customer. Like, if you sign up to Post Bridge, you get access to, say, the discord. And, and like, Jack, you have to be, you know, managing community is no joke. And I know you're spread really thin because you're, you're one. Jack.
B
It's important that like, don't feel like you need to action all of this at once.
C
Yeah, yeah.
B
Stages, please. Stages.
A
Yeah, yeah. And like, by the way, the MVP of the community might be just like you start a WhatsApp group with, you know what I mean, with like 20 of your best customers and then you like, learn from there. But yeah, I think that the idea around and this is applicable to a lot of businesses is like, figure out what the utility is, what is the outcome, add it as a perk to your plan. And if there's value, a lot of your churn will go down because people won't want to leave the community.
B
I know that I'll pay for Greg's community for as long as I can because of the amount of value that it's brought me and exposed me to a whole different world of people. I have clients that I've, I've met in Greg's community that work for me and my B2B podcasting content agency. Like those, I've met them inside of Greg's group just through casual conversation and giving value. And like, that's the. Again, it's, it's. We make it less about ourselves and more about what the community and the people and the user gets.
A
Yeah. And so you're gonna, you're gonna reduce Churn and you're gonna have better relationships with your customers and you're gonna get feedback and like, you know, one of the things I love about like my, you know, my little community startup empire is like, these are company, like, I've invested in founders there. I've gotten to know them. Like, I've had them over for, for dinner. I've, you know, I've gone to see them. I've had coffee with them. I've, I've hired them many times. So you get, you, you basically unlock a. Just a closer relationship with your customer base, which in and itself, it's crazy that you end up reducing Churn and, and, and you're going to reduce Churn. You're going to increase people, increase sales, because people are going to be like, oh, I want to join this community. So there's a lot of value to that. What's the next, the next one here
B
is like kind of what we talked about is, is that Jack really doesn't show up in, in what Post Bridge stands for beyond solving the problem. And that's like we want to the fixes, we want to embed the values that Post Bridge stands for. And I think Jack will probably do a little bit of message tweaking on that and also impart a little bit of himself into that, into that strategy. And, and the immediate is like the mission, the mission for Post Bridge is outcomes. How you like what the person can expect from using Post Bridge, like what the outcome is. And the immediate is like you saved, you save X amount of time per week posting to all of your platforms instead of wasting this amount of time, right? And that's just the easy like top down view look at it and we can build that into the UI right into. Because that's one of the other pieces that I mentioned or that I mentioned in the X post is like this is the inside of the UI for Post Bridge and it is clean. Jack, you have clearly coded the absolute balls out of this and like you clearly care because it's, it's tight. Like you've, you know what it's like when you jump into a vibe coded app and like things load asynchronously and like the interface jumps around and it doesn't, it doesn't feel tightly wound. Post Bridge is the exact opposite of that. It's very tightly wound which tells me that you're somebody that cares about quality, right? So when and user experience. So if we can take what our mission is, right is if somebody posts posts to three or four platforms, right, we can take that mission and tie it into gamification inside of our app which is how much time just this is again just a quick look. Your gamification could be how much time people have saved, right? That could be the point stack and how the points add up. It's like you've saved an hour this month and you know you've saved 60 minutes and 60 minutes equals 60 points. And like you can create a, you can create gamification because that, that, that creates a deeper connection to the application because that's just the human brain, the human brain brain likes to achieve and the human itself likes to, to, to get rewards. Sometimes they don't even need to. That's why we have skins in games and like Counter Strike and you know, whatever other insane shooter game you like to play or people like to play. Like you do something you get an achievement and then you begin to collect them. And like, there's all kinds of really interesting ways that you can do that through gamification and redemption of points converted into certain things and connected to the community. And then all of a sudden your guys in the community are displaying how much time they've saved, right. Via like Discord tags and like status features, via Discord Bot or a leaderboard, an interactive leaderboard. Right. So we want to, we want to figure out what, what it is Post Bridge stands for and connect to that through the experience. And I think that's going to be part of what you have, like what Greg said, like through the onboarding and then just through continued use of the application. Greg, I'd like to hear your, if you got, if you got something you want to add to that, I see
A
you have Instacart open. Like Instacart does a really good job at saying like, yeah, you saved some amount of hours.
B
That's exactly why I have this open. That's exactly why I have this open. And I have like 300 something hours. And I. It goes up every time I use it.
A
Yeah. So I think that's a, that's a really good point. I also, I have like a little tip I would say around. How do you create, how do you, how do you do messaging? Like, let's say you're a solopreneur and you want to do messaging. Re. Rework your messaging so that it hits your ICP Better is do customer calls? Record customer calls, Jack. I don't know if you're recording them, but record them. Download the transcripts. All the transcripts. Upload all the transcripts. Well, ask the question around, like, what do you, what do you, what do you love about Post Bridge?
C
Yeah.
A
As one of the questions, an open ended question like that, and then you upload it to ChatGPT and then you say, hey, I'm redoing my copy for my website. I want you to read these transcripts and I want you to write copy that redoes our tagline based on them, et cetera. And you'd be surprised with how good it could be. Because for example, I think you said, jack, one of the reasons why people like postbridge is how lightweight it is.
C
Yeah.
A
Is that right? Yeah, lightweight. So if you go to the PostBridge website, Gabe, maybe it's not schedule your content everywhere in seconds. Maybe it's the most light, the most lightweight scheduling app.
B
Yeah.
A
Or something like that. And yeah.
C
Yeah, I gotcha.
A
The transcripts are the treasure Chest, it's where the gold is and you know, you just have to kind of like massage it through ChatGPT. Thoughts, Jack?
C
I think, yeah, I think definitely. And I've noticed like there's similar phrasing for the customers that are like you know, the most active, the most spending. They kind of look at Postbridge through a similar lens. Not always the exact same wording, but like there's definitely specific wording there that you know, like someone said what it's a no brainer. Like two things, two people said that like the price. So like stuff like that just comes up and I haven't been recording the calls so far. I'm gonna start because I realized that that'd be helpful. But like even top of mind there is patterns there that even I can see. So if I put it into Chat GPT, I'm sure I'll get even better results.
B
And the key is not to give chat GPT the context of what's appearing as a normal pattern because even if you tell it to ignore it, it will still pick up on it. So if, if you really want to discover those patterns that aren't there, leave the context out about what you see and see what Chat GPT finds. And like everybody always says give more context, give more context. Well that's great. But if you notice the pattern, Chat GPT is going to focus on the pattern too. So like do some split testing there maybe because it might find something that it. And I think that's what Greg is saying is like the gold is in the things that you don't see. And you can use something like granola or even I think Notion has a, a call recorder that's free. I think that's included in their stack. Hopefully you have Notion because like those guys are killing it over there. The, the next piece of the funnel or of the breakdown here I see is, you know, Jack, you're not on YouTube, man. YouTube's like the biggest search engine behind Google on the planet. And YouTube now has the ability to feed into AI. Summary transcripts can be read by AI. Summary videos are linked everywhere. And it's, it becomes, not only does it become a audience builder for you, Jack, but it becomes a direct inbound source, right? And this is, this is a great example. Like here's Callaway. This is like the other social media guy you see out there, right? So Callaway's got this video that he's posted the other day and the first thing in his description is he's got his founder, founder led SaaS he's got this lead magnet which is you just did that. You've got that course that you put together the other day. Even though it's completely free on your website with no opt in. That doesn't mean that you can't ask people to opt in other places, right? And like he's got his community linked here and oh look, here's one from Greg's videos. Like all of the things that he's doing are linked in there. And what's the first one is Greg's idea browser which is like I personally, I look for that email every day from Idea browser in my email because I haven't signed up for it because God knows all I need is more ideas as an add person. So I look for that email from Greg just because it's an interesting take. Right? So these, there are more than, more than one ways, more than one way that you can create inbound sources, especially on the biggest platforms with some of the largest discoverability. YouTube has got to be the biggest, like insert, insert startup ideas podcast here, right? Like Greg's got one of the biggest startup podcasts out there. And this is the other part is like YouTube becomes, can become a podcast and like I'm a member of Greg's community through the podcast and like I said before, I have clients that I found and met there. So again, this is like it all comes, it all comes down to just having those inbound points and the value that you get to enable. Like, you see how me being a part of Greg's community is valuable because I discovered him and now I have value inside his community. So I continue to be there because I discovered Greg through video.
A
Yeah, I will say, like, it's crazy, Jack, like you, you know, the power of short form because you create short form, but long form video. Like people really do develop a huge connection to you via that. And if you, you know, if you can figure it out and you get the right titles and you get the right packaging and anytime someone Googles or uses Gemini or whatever for, you know, social media scheduling and your video comes up, it's just like literally like you haven't. It's like a free ad on autopilot basically for whatever it is you're doing. So it's super valuable. Does this mean, I think like the. I always look at like you'll, I always look at everything as like, what's the MVP to this? Like maybe it's not, you know, a new video every week, but maybe it's like once a month or once every Two months, even like just something. And over time that'll compound. I will say that, you know, I started this YouTube channel in 2021. It took until about 500 plus videos for it to actually take off. Before that, most of my videos would do between zero and 5,000 views or so max. Like 5,000 would be like, we're crushing it. So I would just say like, don't be and you know, you know this but don't be, you know, discouraged.
C
Yeah, yeah, for sure. The way I've been thinking about YouTube is like, like I tried or I have made like a few thousand YouTube videos. I had like four YouTube channels in the past, but they're all like the content that I always lean to is like, you know, simple content. Put the camera on one shot, put my screen recording. I'm not sure if like, you know, with the right packaging, maybe I could work for post bridge too. Or like I'm overthinking it and I'm like, do I need these super high quality pieces of content? And like that's where I get stuck. It's like, you know, is what I'm going to be doing the videos I'm going to be making enough.
B
Like the long form content will, I mean, typically performs, you know, pretty well if it's person to person based. And that's why, you know, just talking to the camera works really well. And I don't think you're also, I don't think you're limited to one style of content. I think that as long as you measure, you can test what works and kill what doesn't. And that's where like it doesn't. Just because you have nice equipment doesn't mean it needs to be a crazy level of production value. Right? You can still do simple stuff, but people also want to. People also directly equate what you do and how you present yourself and how it's presented with your, with you, with you as a person. So like you take a little bit of care in what you do. But nobody says that you need to go all out and like, like put foam stuff up behind you. Like I have in my home office. Nobody says you have to do all that. You just have to, you give it a little bit of time and energy.
A
I just did an episode yesterday on the pod and it had like the craziest setup in a beautiful place. Great guest and the video was a 10 on, 10 on, on YouTube studio. Which is the worst. Yeah, yeah, worst. You know, it's, it's underperforming by like 3 or 4x. Then I do like a. You know, last week I did an episode on Nano Banana. It was like, you know, late at night. Lighting was not good at all. Super tired. But, you know, the title, the packaging, and I guess the value was there. That does 10 times the amount of views and. And 10 times the amount of likes and 10 times the amount of comments. My point is the title and the packaging and the actual value matters. The. The actual. The actual production quality doesn't really matter that much.
B
Not. Not the way people think it does.
A
Yeah.
B
Don't get me wrong, it's great to enjoy those things if you do enjoy a high level of production. And like, that's. That's something for you that you truly enjoy and like to see, because you just do things that you like to do and that you enjoy, but doesn't necessarily mean needs. It doesn't need to be the primary focus.
C
Gotcha.
B
And I want to touch on this next one because this is where I think it's like these last two are some of the most interesting pieces out of all of this because it starts to think of, like, how we create our own world, how we build our world, and how we build the world around us, and that's that. Jack, I never see you talk about AI in terms of what you're doing for code. Are you using. Are you using Claude? Claude code? Are you using cursor? Are we doing anything like that? Which. Which have we picked?
C
All right. I used to use cursor, like to originally build Post Bridge, but now, yeah, I use Claude every day.
B
What do you call it, Greg? Don't you call it cl. Don't you call it Claude?
A
Yeah, that's. That's what French people call it. Yeah.
B
Claude.
A
Okay, word.
B
So, yeah, so. And I think that the more obviously you can. The more you put time and energy into developing the platform. You know, you hire somebody to help with that, of course, but if, you know, the longer you can do it yourself, the better. And I was just thinking, I was like, you know, when people, when. When we create these businesses, we want to try and set ourselves apart, and we try and do that by creating our own thing. And the part of what I think that postbridge is missing is its own analytic, its own metric. Greg, do you know where Outlier started was that it was something related to YouTube. And I think it was a tool that picked that up and then that actually became a measured thing.
A
I didn't know that.
B
So, like, Outlier was not an original metric that people measured and how much of a multiplier, an outlier video had which is like something that's just on the edge of what your primary focus might be that's and related to. To you that's doing very well. So I think that Post Bridge could take some time and like how can we create our own metric that puts us in a world of one. What can we look at in terms of analytics for how people are posting and how their. What their results say in terms of analytics pass back and pass through. I bet that if you looked at your available data points you could engineer a new metric for yourself. And because the most successful users of PostBridge will have that data for you that you can, you can figure out a way to create. I think that's a really interesting way to differentiate because nobody else has the Post Bridge metric because you're the person that knows how to make it and calculate it, not everybody else. And that kind of comes into the next piece which is like you just pushed it the other day is your API and connectability. And that's the API point was great. That's fantastic. I still think that we need to get MCP and like allow people to agentically connect Post Bridge to their stack. And, and that doesn't need to be an immediate focus. But like MCP is a pretty. It's common. It's become like the gold standard of like you know, multiple like mass user adoption is like you can use MCP to integrate X tool into your stack in whatever way you deem appropriate and then use cases and edge cases become get created. And I think that's something to consider in how you do things. And like like Don Vito Codes has his AI backends thing that he's. That he's done. That would be a really cool way to integrate AI where you could build a content writer into postbridge. And like again these don't need to be really heavy but I do think that they're things. These are some things that Post Bridge should have to consider it a full featured, full feature tool that can still, that can still function lightweight and that kind of comes down into founder integrations, right? Is like postbridge can then start to partner with like the Theo has his thing, his T3 chat, right. People can take content from the T3 chat and import it into Post Bridge via a connection, right? Or Greg has his empire AI and I know he's got like, he's got a couple other things up his, up his sleeve and like idea browser. You can export export to Post Bridge and use Post Bridge as Like many, many content storage and like idea storage that can like be delineated down into posts. Right. And like all of that's capable through like AI and agentic frameworks and, and between, between like various JSON functions and calls. I'm sure that you can, you or whoever, whoever you work with for development can think, figure that out, but this is the most important one.
A
Wait, so any quick thoughts before we go to the last one? Any quick thoughts, Jack, on this?
C
I mean, I think there's definitely, yeah, definitely a need to kind of enable those type of customers more and that's what I've started doing. But yeah, I'm definitely far off from making it to the end of the list where it's integrated with like other founders and I can get to the point where it's polished enough to be that useful, you know, have an MCP. So I feel like I'm like maybe you know, 20 their max and it's something.
B
These are just ideas, don't forget. This is just. Yes, this is just, this is just an idea. You take with it and deliver what you will. Greg, what do you think about the, the founder integration systems? I thought that, I thought that was really unique. I'd like to hear what you, you think about that.
A
Yeah, I think it's, I think it's really, it is really unique. It's really interesting. You know, being a founder in general is a game of, of priorities. If I had to pick one thing to focus on as, as silly and as it sounds like, I feel like the create your own metric is so valuable. So, I mean, I invested in this company like 12 years ago or something. Vidiq. It's like a Chrome. It was a Chrome extension.
B
You're invested in Vidiq. I didn't know that. Well, shoot. Take my money.
A
That's just a disclosure. It's a disclosure. I mean, it was like, you know, the tiniest check of all time. But the point is like what they did that was really smart is you download this Chrome extension and then you're on YouTube and you can see like this video is a 2.1x outlier. You know, the Nano Banana video I did is a 5.3x versus the one I did in the studio, a 0.4x or whatever. So that Vidiq score and that outlier for creators, they're always like, I wouldn't use anything else because I'm used to those scores I guess now. And it means so much to me so that it's such a good provocation which Is how do you create your own version of that and how do you. Yeah, how do you create a market of one? And I think that it's, it's relatively easy to do from like an, an effort estimate perspective and the value is huge.
C
Yeah, that makes a lot of sense.
B
What do you think about that? Is that, do you your gears turning for that? Create your own metric?
C
Yeah, now I'm just, I'm thinking of all the like the different things that I could take from even previous like companies, they've created their own metrics and how could I kind of spin off of them? I feel like that's the easiest way to start. But also I know that a big part of that is, you know, postbridge right now is such a lightweight thing. It doesn't have analytics. Like that's something that's like top of my list and definitely would help with that metric.
B
I think that's, that's a solid observation and I think the, the last piece here that I've got is, you know, right now you kind of got, you're pigeonholed on exit in a small market and I think that the next two expansions to find more people that would value that product. Right. Because when a normal business, Google's social media tool, like they end up in Hootsuite or Buffer or some other, yeah, you know, B2B enterprise thing that's just like insane over the top. And I think that more normal businesses would largely benefit from using a multi tool like yours. And I think that most of those people are probably present on LinkedIn. Yeah, just regular business owners, not more, not marketers or funnel guys because like, don't get me wrong, they're there too. But just regular H vac or plumbing businesses, local service businesses, there's a need for all of them to get on socials and they also need. And like now SEO is coming to socials. Didn't I just see the other day that I think Google added a new short form tab like on their search results page that SEO content is present in now. So like now you matter more than ever to them in being a part of their stack. And then the other point is, is just audience partnership. And this kind of ties into like founder integrations. But ultimately you can, you can partner with anybody that has an audience and create some type of value for them. Right. And this is like a little bit further off in the distance is like you can allow those guys to come on board with their own framework and they can only unlock that their users can only unlock the that framework through, you know, whatever user verification system they're using. It could be a member list, it could be a school list, it could be a supabase, it could be clerk, whatever tool they want to use. And like, you know, obviously you get to this. This is just another idea of how you can still branch out and connect with like minded other people that will value your tool because you create this. This would allow you to create, you couldn't give it to free for community leaders. And it's an easy value lift for them to boost, to boost their communities or whatever it is they're doing. And it creates a new inbound source for you. And if you systemize that, that's another way to increase value for other people. And I think Greg will probably agree with this is like if you can help somebody stack value into whatever their offer is, ultimately they're more willing to do business with you because you enable them to enable you.
A
Yeah, 100%. There's only one thing I disagree with here, which is scroll back to expand market. My take here is, I mean, how many daily active users are on X? You know, like I don't know, hundred, some odd million, Hundreds of millions. I think that, you know, Jack, you said you're, you're at like 1500 customers, something like that.
C
Yeah.
A
And the, you know, average customer pays you, I don't know, around $15 a month. Your smallest package is nine or something, something like that. 15. So I think that you can 10x on x, no problem if you find the right positioning and the right content format. So if you can 10x and you're doing 20k now, so you can get to you know, 200k, that's $2.4 million arrangement. You know, could you sell that for, you know, 4x like probably pretty, pretty easily. So then all of a sudden you've created a $10 million asset and you own 100% of it. It's like, it's pretty insane. So I think that if I'm you, like could you expand the market and like go to LinkedIn and do stuff like that? Like yeah, you could, but I just believe that on X alone you can get, you can get to 10x.
B
So we're thinking double down on x and just widen the ICP on x.
A
Yeah, I think it's, it's there especially. And I saw Nikita posted, Nikita Beer had a product of X posted yesterday that they're doubling down on small, smaller niche accounts. Yeah, yeah, so I think that, I
B
think that, I like that.
A
Yeah, it's Good. It's good, right? So it's an opportunity to, to tap into other niches and potentially collaborate with, you know, go and collaborate with like a boring business person or you know, do a live with a, you know, an H Vac person or a real estate person or so I think that you know, because of how big social platforms are getting now, like you can just really focus on one and then I think that focusing on one is important. That's my take.
C
Which is kind of ironic considering that post bridge posts everywhere.
A
It is ironic. But I think once you've proven to yourself, okay my churn is maybe sub 7% or whatever it is, I've got churn under control, I've got out activation under control that now it's like okay, I can go and move to other.
C
Yeah.
A
Social platforms. It's a luxury to actually move to other social platforms.
B
You think about it, it, the luxury part makes a lot of sense because that's, you have to learn how to communicate with that audience and like you have to learn that style because it's different on every, on every platform. And that, and, and that kind of give brings us down here Jack, is to like ultimately you need the data, right? And you need, you need more, you need more information from more people. And Greg kind of hinted at this earlier is like the first one is like newsletter. You need to grow that massively. The newsletter audience as an inbound funnel tool is huge and that can come from anywhere. You can run traffic to a newsletter, you can run lead magnets, you can run YouTube, all of your socials, all of your community and ultimately that turns into data because the more you interact with people, the more data you can collect. Data is the gold. There's especially for somebody who has, who wants to learn about one type of person so deeply that nobody else can understand that level of, of depth in them. You could, I mean I think you're, that you're going to be that guy, you're going to be the, you're going to be the guy that understands solo founders and, and, and founder led SAS guys more than anybody else. Because I believe that you're going to grow to be one of the best people that they connect with. And growing the newsletter is going to be huge for that because the essentially the goal is like is there people there? Insert newsletter link.
C
Cool.
B
Like that's like if, if you're somewhere where there's people and they're consuming your content, newsletter link is immediately there. The reason, the reason I say that data is going to be the most important is because data tells the future and if you know the data and how it reacts inside of your stack, you can determine whether data is actually what, what you're doing is problem solving or causing mission drift. And mission drift is what I kind of see where what you're doing right now could result in mission drift, like all of the picking any one of these things in the stack. Right. That we're talking about or it can result in problem solving. Mission drift is when you pull away from whatever your core focus is and you pull away from what that mission is. Because bad data in terms of like if you, if you, if you bring on bad, if you bring on mission drift and you start getting mission drift, you end up with bad data quality, low levels of execution, bad strategy, you're not consistent. And all of those things directly influence the level of profit that you get that you extract from your stack and significantly increases the amount of BS that you have to deal with. And like, that's kind of the opposite of what a founder led business should be. Right. Is like we don't want to deal with bs, we want to minimize that because the more BS you deal with, don't get me wrong, there's, there's positives in BS and learning experiences, but I don't think anybody wants to optimize to deal with more. Right. I know Greg optimizes his whole community in life to deal with less.
A
Yeah. I think that's a big reason why a lot of us choose this path is, is, you know, we want to, we want a dream life, you know, so we don't want a life that runs us. We want to, we want to run it.
B
I like that. And this is just what it looks like when you get it. Right. Because if the actions you're taking and the data that you're measuring shows you that you are driving, you're driving problem solving. This is what the profit and BS levels look like. Because if you're doing actions that are problem solving, you're going to have more profit and less bs. There's the ultimate outcomes. Right. For you as a solo founder, would you agree?
C
Yeah.
B
Minim, maximize profit, minimize bs.
C
Yeah.
B
So just, and that's just again a top level take of an examination of what it is you're doing in this journey to solve Churn and the more data you collect and what we're going to be doing with that data that we get, which one is it going to give us? Is it going to give us mission drift or is it going to give us problem Solving. So, you know, the development side of things, I think we touched on that already. You're using Claude code, right? You're that, you know, uses of AI and code counts in code is like one of the best ways that you can increase your speed to execution. Because believe it or not, speed to execution is often one of the most overlooked pieces of getting out of a hole that you're in. And I think Greg could probably agree with this. How many times have you talked to a founder that just can't seem to show up and execute or make a decision and they end up just pigeonholed and staying where they are all the
A
time and literally all the time. I think that, yeah, I think that's a good point.
B
So the last piece is, Jack, do you have accounts of people that you count on that you talk to?
C
I mean, like, mostly I talk to like people on Twitter and DMs, like just very like nice people who have, you know, obviously been there before. There's like a few people have been on Greg's pod. Even Cody.
B
Cody's a monster. That dude is.
C
Yeah, he's very helpful, he's very generous and like a few other people in the kind of area of startups that just DM and they're very generous as well. But I mean, I don't have anyone on my team or anything, right? Like, I don't. I have developers that have hired for the past few months, help me with the API and like, but mostly like all the main decisions and what I work on, like day to day, that's all me.
B
Okay. I think it's worth, I think it's worth building some AI council tools for yourself, load some very specific agents with some training data that you can like run some ideas by and continue and could just stay consistent with that because ultimately the more, the more information and like, ultimately as this grows, you're going to have the ability to grow ideas, you're going to have a lot of data, you're going to be able to do some split testing.
C
Right?
B
And all of that grows into one thing and that is that we stop running on X Virality. Right? Because that's what it's been until up until right now. Right. And I think it's, it's going to be world building based on X. Right? And like that's kind of what Greg had to say is like doubling down and tripling down on X and world building on X is how we can fix the turn is this is the old world building.
C
What does world building mean?
B
Right. So. And Greg, was it you that said world building or was it somebody else?
A
I mean, I've, I've spoken a lot about, I've written a lot about world building.
B
I'd love to hear. You'd help, you help delineate that down for, for Jack.
A
How I define world building might not be like how you're thinking about world building, but I believe that, you know, I think I wrote a post. World building is the new web design. And to me it's like if you're building a business, you're trying not to just build like a utility that does a thing, but you're trying to build this whole world around it. Like, who's your icp? How do they come in? How do they interact with it? What are the different touch points? How do they feel from using it? And the same way that, like, you, you, you know, you, you walk into a really well designed retail world, you know, or you walk into like, Disney World.
B
Apple's a great example. Apple, Disney World.
A
Like, yeah, Apple, Apple. You walk into an Apple Store. I remember the first time I walked into an Apple Store. I think everyone remembers the first time they walked into an Apple Store. And it felt like, wow, this is not like, you know, Best Buy. This is like its own experience. And it's not just from the moment you walk into it, but it's from all of Apple's ads and their product and stuff like that. So I think the world, what is Jack and Postbridges World and what does that mean? And how do you design the product, design the ads, design the social posts so that people feel like this is a world I want to be in and I never want to leave because that's going to help ultimately fix the churn.
B
Greg, Dropping the, dropping the sauce.
A
Well, if we're going to, if someone, you know, the 1% of people who landed into the end at this hour plus, this is, will be the longest podcast I have ever done. This is the boring stuff that actually helps people, like, change their business.
B
This is, this is going to be the 100x outlier for Greg. Watch the one that's like, expected to be the least possible one. It's just going to be like, I
A
don't think so because I think that people don't like to eat their vegetables. Oh, but Jack, I don't know, how's this session been for you?
C
I have, like, a lot to chew on. I feel like, I feel like when you post the pot, I'll have to even look back on it just because there's so Much like good ideas that I could start on today, it's almost overwhelming where to start. I have my existing set of priorities and, you know, obviously need to merge it with that. So there's a. There's lots of things that I mostly need to process down.
B
What's the one thing, the one thing you took away from this that you weren't expecting?
C
I mean, I feel like before I came on, I, like, kind of knew what I was supposed to do, but now I feel like that was wrong.
B
Shattered.
C
I'm more or less pumped, like, to keep figuring stuff out one by one. I am overwhelmed a bit, but in a good way. Like, I feel like there's so much to do and, like, it's fun. Like, it's. It's things that I get to solve and things that I get to do.
B
I love that. I wish more founders approached it like that, and a lot of them don't. And I think that's what makes you unique, Jack, is that you look forward to the challenge and you show up for it. And most founders don't, because I think of what Greg said. They don't like to eat their vegetables.
A
Jack, thank you for being the subject of being roasted by Gabe. We appreciate that, and I look forward to seeing churn go down. Gabe, thank you for being generous with your sauce and taking the time to help Jack.
B
Absolutely.
A
I just hope that people learn 1, 2, 3 things got their creative juices flowing. I'll include links to postbridge. Jack, Social, Gabe, Social in the show. Notes where you can follow them for more of this. And I hope to. You know, I should end this by saying, please, please let me know if we should do. Do this again with someone else. Jack's got to get to work. Um, and we'll definitely have them back on the pod, but it would be cool to see. Who else. Who else should we do this for? Who else should we examine under a microscope and try to help them? So thank you all, and I'll catch you later.
The Startup Ideas Podcast with Greg Isenberg
Date: September 10, 2025
Guests:
This episode takes a deep dive into solving churn and retention challenges for solo founders, using Jack Fricks and his SaaS, PostBridge, as a live case study. Host Greg Isenberg, expert guest Gabe ("Dr. Retention"), and Jack himself dissect the issues, propose actionable solutions, and offer tactical ideas for any SaaS or product founder facing similar problems. The conversation is packed with candid founder insights, detailed strategy breakdowns, actionable frameworks, and memorable advice for improving user retention and scaling a SaaS business.
"I'm facing quite a bit of churn. It's been a very big hurdle to really figure out how to tackle this."
— Jack [03:10]
"You go from solving one person's problem to enabling an ecosystem...build the stack of points available and point them into PostBridge."
— Gabe [05:19]
"I think the main reason is really just like...the pricing. The second thing—it's super simple...anyone can use it."
— Jack [06:18]
"Low price point invites people who do 'tool jumping.' A pricing adjustment combined with messaging will net you a more value-enabled audience."
— Gabe [07:34]
"Who lights you up? Is it the small business, or is it the next generation of Jacks?"
— Greg [14:07]
"Action-driven emails driving your first week's flow is great, but for onboarding, contextual onboarding outperforms upfront onboarding."
— Greg [22:25, 23:44]
"If there's more Jack on the software, people are less likely to churn because then they're like, 'I love Jack. He's so helpful. I'm not going to cancel.'"
— Greg [25:13]
"Managing community is no joke. The utility/outcome matters. What do they actually get by joining?"
— Greg [30:27]
"The gold is in those transcripts. Upload them to ChatGPT to rephrase your copy, tagline, etc."
— Greg [37:00]
"Long-form creates deep connection. Every search, your video comes up—it’s like a free ad on autopilot."
— Greg [42:01]
"The most successful users will help you engineer a new metric for yourself—nobody else will have it!"
— Gabe [53:57]
"World-building is the new web design...Design the product and touchpoints so people feel like, 'This is a world I want to be in, and I never want to leave.'"
— Greg [68:30]
This marathon episode is a masterclass for SaaS solopreneurs. It’s dense with strategies, mindset shifts, and practical frameworks for anyone struggling with retention, positioning, or growth. Gabe and Greg challenge Jack—and listeners—to go deeper than surface tactics, showing that the “boring” work of retention, user research, and world-building isn’t just the foundation for $20k MRR, but for building a defensible, scalable, and enjoyable SaaS business.
Links Mentioned:
Want more founder “roasts”? Message Greg with your SaaS for a future episode!