The Bootstrapped Founder

Is it a good idea to guide your users through your app when they sign up? Or does it show that your interface is too convoluted? The answer is: yes. Both. And it depends on what you're building, who it's for, and what they expect. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/does-your-saas-need-a-user-tour/ The podcast episode: https://tbf.fm/episodes/3...

I ran into a pretty substantial question this week. Am I working in my business, or am I working on my business? I've been spending so much time building features, talking to customers, – it's operational work in the trenches. It’s taking small steps, looking at the ground, instead of dreaming of giant leaps while gazing at the stars. So, what can I do to get out of this? You'll hear it here today...

What happens when something that was good enough isn't good enough anymore? Unscalable hands-on experiments work great in the early stages of a business. But what if you run into the scale problem without wanting to? (And what do you do about it when everything explodes while you figure it out?) This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/doing-things-...

`Indie Hackers have sinned. They allowed the seven deadly sins into their founder lives. And now we must cast them out. Well, let's be a little bit less dramatic. We already have enough drama in our busy founder lives. Still, something about the seven deadly sins translates pretty well into how many indie hackers comport themselves. Here's where we find greed, sloth, pride, wrath, envy, gluttony,...

These last weeks have been a bit much. What do they say? “Take a break before the break takes you?” Well, I got quite close to that this week. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/tipping-over/ The podcast episode: https://tbf.fm/episodes/355-tipping-over Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm Send...

Do you want to win the game or keep on playing? Today, I'll dive into a mentality shift I experienced recently while building Podscan: how about I just get rid of all the "professional posturing?" Here's to being sincere and not being too serious! This episode is sponsored by Podscan.fm The blog post :https://thebootstrappedfounder.com/sincere-not-serious/ The podcast episode: https://tbf.fm/episo...

@Kitze, a Serial indie hacker and entrepreneur, shares his journey through a landscape filled with multiple projects like Sizzy, a browser for developers, Benji, a productivity app, and a comprehensive full-stack video course. Kitze opens up about how his ADHD diagnosis has shaped his work ethic and productivity, revealing the personal motivations behind creating tools like Benji. True indie hacke...

What happens when the 'small bets' strategy leads to a big win, and you're not prepared for it? Well, you adapt! So that's what I'm working on this week: figuring out a way forward now that circumstances have shifted. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/beyond-small-bets-embracing-the-big-play/ The podcast episode: https://tbf.fm/episodes/332-b...

Geoff Roberts (@GeoffTRoberts) is the co-founder of Outseta, and he's halfway there, 7 years in. Outseta —the SaaS starter kit and the business behind it— is built and operated on a multi-decade timeline, and it's not been easy to achieve profitability. Geoff shares the ups and downs of a long and painful story; what it means to think and operate both in the here and now as well as focusing on the...

This week was a duality of extremes for me. On one hand, I experienced an unprecedented growth spurt in my user numbers, while on the other hand, I stumbled into frustrating scarcity and infrastructure problems. That’s entrepreneurship for you: big wins while struggling to not lose control of the whole thing. The juxtaposition of these two experiences in a single week was both challenging and enli...

Generative AI used to be for early adopters. But now, Apple is bringing it to every iPhone. What does this mean for indie founders? This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/ai-for-the-rest-of-us/ The podcast episode: https://tbf.fm/episodes/329-ai-for-the-rest-of-us Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan....

A few months ago, I raised a low 6-figure investment for Podscan. Here's the conversation between me and my investor, @tylertringas, that happened just before I signed the contract. You usually don't get to listen in for one of those. Today, you will. Tyler and I discuss how the Calm Company Fund navigates the alignment challenge between founders and investors, what makes a business like Podscan i...

This week, I almost lost access to my database, including all its backups. Also, a full-text index brought down my product. Neither were intended —obviously—, but both made me revisit my safety precautions and how I approach depending on platforms like AWS. Here's what happened, how I got out of there, and what there is to prevent this in the future. This episode is sponsored by Acquire.com The bl...

Zeno Rocha (@zenorocha) went through YC to build Resend, yet he still acts and thinks like a bootstrapper. In a world of polarized opinions about venture funding and not raising money, Zeno is both "one of us" and "one of them" — for both sides! Today, we talk about overcoming purism and embracing pragmatic entrepreneurship, starting with picking a niche Zeno truly understands: developers. We dive...

"Everyone and their mother are talking about AI. Every founder releases their 500th GPT wrapper." "AI is all hype, no substance." Or is it? What if our collective perspective is really skewed, and our gathering places are to blame? Here's my take on why indie hackers have a dangerously biased view on what AI businesses are and should look like. This episode is sponsored by Acquire.com The blog pos...

Tim Schumacher (@TimSchu) , the mastermind behind SEDO and Adblock Plus, now leads the SaaS Group to new heights. With $60 million ARR, 20 thriving businesses, and 300 employees, Tim shares his incredible journey from a coder to an influential entrepreneur in scaling businesses. From his strategic focus on developer and online marketing tools to his forward-thinking perspective on the role of AI i...

Today, you get a glimpse into an ongoing marketing experiment for Podscan.fm. What if I can frontload value for my future customers even before they sign up? Here's why I chose to create a Dream Customer List and how it will help me jumpstart customer acquisition. This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/the-power-of-the-dream-customer-list  The po...

Noah Kagan (@noahkagan) has made AppSumo a massive success — and he's spilling the beans on how to launch, build, and grow a successful software business. Noah likes to keep things weird, and our conversation is proof of that: from Taco T-shirts to failing at entrepreneurship, we walk through the ups and down of a wild and intriguing founder journey. If you're looking for guidance that actually he...

It started as a normal day — but then things started going wrong. And my stress levels rose. But I recently learned how to use that to my advantage. Here's how I wrangled with a SaaS founder's worst nightmare, what happened, and how I turned the tables.   This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/unexpected-downtime-stress-as-enhancement-vs-stress-a...

Dr. Jessica Gold (@blissscience) helps founders live an intentional and passionate life — which ultimately impacts their entrepreneurial success. She wants to put intentional self-care back on the map in a field obsessed with productivity and tracking metrics. In our conversation, we dive deep into vulnerable places: from romance, passion, and love to dealing with stressful interpersonal conflicts...

Earlier this week, I finally found time to work on a large code change. When I deployed it, things got worse quickly. Here's what happened, why it happened, and how this changed my approach to working on a complicated software project. One thing became apparent: while it may look like a waste of time to build something and revert back to "yesterday's version", I got massively interesting insights...

Louie Bacaj ( @LBacaj ), once a Walmart engineer, made a bold career shift into the unpredictable world of venture capitalism and entrepreneurship. Now a co-leader of a thriving community for bootstrapped entrepreneurs, Louie reveals how the 'small bets' philosophy guides individuals toward financial freedom and fulfillment. Together with Daniel Vassallo, he has created a unique space that thrives...

It's been two months of running Podscan at full speed. Have I spent 6 figures of money yet? Well, you'll see in this week's update :) This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/podscan-2-months-and-1k-mrr-in/ The podcast episode: https://tbf.fm/episodes/317-podscan-2-months-and-1k-mrr-in Check out Podscan to get alerts when you're mentioned on podcas...

Marybeth Alexander is the Chief Executive Owl at KnowledgeOwl, a SaaS that focuses on providing the most impactful knowledgebase you could possibly have. We talk about using knowledge management systems outside their "usual" domain of customer service: Marybeth teaches how you can employ a KB for marketing, sales, and even internal documentation purposes.  We also tackle the topic of AI in knowled...

I went to MicroConf 2024 in Atlanta — here is what I learned. Literally. My brain just absorbed this. I recorded this episode minutes after waking up the day after the conference. And if you're wondering why my voice is so deep: I've been yelling SaaS stuff at nerds for 3 days straight. Enjoy. This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/microconf-atla...