Podcast, YouTube, Blog Dear founder, I know you’re out there. The developer who watches their colleagues enthusiastically embrace Claude Code and Cursor, having AI write entire feature sets while you proudly type every semicolon by hand. The founder who sees AI-generated code as a ticking time bomb of bugs and security vulnerabilities. The software entrepreneur who believes that real code comes from human minds, not language models. This one’s for you. THE BOOTSTRAPPED FOUNDER • EPISODE 420...
11 days ago • 9 min read
Podcast, YouTube, Blog Dear founder, Today, we’ll dive into the kinds of alternative solutions most founders miss when they attempt to validate their ideas. THE BOOTSTRAPPED FOUNDER • EPISODE 419 419: The Missing Piece in Your Validation Strategy 20:09 MORE INFO A quick word from our Sponsor, Paddle.com. I use Paddle as my Merchant of Record for all my SaaS businesses. They take care of all the taxes, the currencies, tracking declined transactions and updated credit cards so that I can focus...
18 days ago • 12 min read
Podcast, YouTube, Blog Dear founder, We’re living through a fascinating moment in software development. AI coding tools can build features faster than ever before. They can scan entire codebases, spot things we might miss, and implement changes across dozens of files in seconds. It’s incredible. But there’s something we need to talk about. Something that’s quietly accumulating in our projects while we marvel at how quickly we can ship features. This is called comprehension debt. THE...
25 days ago • 9 min read
Podcast, YouTube, Blog Dear founder, A couple of years ago, I tweeted that “the best tech stack is the one you already know.” To this day, this is one of my most resonating tweets. People keep bringing it back, and founders who’ve been around for a while seem to particularly agree with it. They’ve gone through the learning experience of trying new tech stacks, only to find that investing a lot of time in new technology often isn’t worth it when all you wanted to do was actually build a...
about 1 month ago • 8 min read
Podcast, YouTube, Blog Dear founder, As I’m building yet another software service business after having built and sold one back in 2019, I keep wrestling with a fundamental question that might sound simple but has profound implications: What do I actually own in this business? THE BOOTSTRAPPED FOUNDER • EPISODE 416 416: The Ownership Paradox: What Do You Really Control in Your Software Business? 19:12 MORE INFO And before we get to that, a word from our Sponsor, Paddle.com. They’re a great...
about 1 month ago • 10 min read
Podcast, YouTube, Blog Dear founder, Let’s talk about handling multiple ICPs as a solo founder. This is something I’ve been wrestling with at Podscan, and I know many of you face the same challenge: you’re building a product that could serve two, three, maybe even five different ideal customer profiles. And you’re trying to figure out how to keep them all balanced—or whether you should even try. THE BOOTSTRAPPED FOUNDER • EPISODE 415 Handling Multiple ICPs as a Solo Founder 20:14 MORE INFO...
about 2 months ago • 11 min read
Podcast, YouTube, Blog Dear founder, I was recently reading an article about The Great British Baking Show - or Bake Off, as we fans of this fun TV competition call it. It was written by someone who had been on the show, one of the competitors, and they were talking about how looking at the show from the inside made them realize something profound: there are no real amateurs anymore. That observation stopped me in my tracks. Even the people portrayed as Britains best amateur bakers are, in a...
about 2 months ago • 13 min read
Podcast, YouTube, Blog Dear founder, You know that moment when you realize the ground has shifted beneath your feet? I had one of those moments recently. I was watching an AI agent build out a complex feature for Podscan in about twenty minutes – something that would have taken me days to code properly just a year ago. And it hit me: the rules of the game have fundamentally changed. THE BOOTSTRAPPED FOUNDER • EPISODE 413 413: We’re Gonna Need a Bigger Moat 25:15 MORE INFO And before we get to...
2 months ago • 10 min read
Podcast, YouTube, Blog Dear founder, This week, I want to be as pragmatic as possible. Let’s talk about not just “AI this and AI that”, but the actual applications of generative AI that I leverage within Podscan to get my customers to see the value of the product as quickly as possible. THE BOOTSTRAPPED FOUNDER • EPISODE 412 The $0.20/Day AI System That Converts Trial Users Into Paying Customers 25:11 MORE INFO You know, it took me a long while to realize this: AI isn’t just something like a...
2 months ago • 27 min read
