All Episodes
Displaying 1 - 30 of 409 in total
406: Making Your Business Sellable (Even If You Never Plan to Sell)
Today, I’ll share how I’ve been preparing Podscan (and long before that, another SaaS business) to be ready to be acquired at a moment’s notice. This episode of The Bo...
405: The Friction Paradox: Why AI Might Be Making Us Worse at What We Do
Today we’ll talk about how AI systems, particularly the ones that do all the work for us, can both massively amplify and hinder our effectiveness. The good get better,...
404: The Transcription Challenge: Building Infrastructure That Scales With The World
Today we’ll talk about keeping up with an avalanche of audio data and how I built Podscan’s transcription infrastructure.This episode of The Bootstraped Founder is spo...
403: Amar Ghose — From Non-Technical Founder to SaaS Innovator
Amar Ghose has been growing Zenmaid from idea to market leader as a non-technical founder. Zenmaid is a SaaS platform that's been helping maid service owners grow thei...
402: A $2 Billion Industry Built on Digital Duct Tape
Today I’ll share my insights into the podcasting universe, from a software founder perspective. There are so many untapped opportunities in a space where budgets and e...
401: Vova Feldman — Mastering Entrepreneurship in the Payments Sector
Vova Feldman is the founder of Freemius, a Merchant of Record payment provider. He's been at it for a while, and it wasn't always easy. Vova shares his approach to wea...
400: The Hidden Revolution: AI Is Democratizing Coding Mentorship
One aspect of the AI hype we’re all dealing with right now is severely underreported. And it’s that part that I personally think has a much more substantial long-term ...
399: NativePHP: How Simon Hamp & Shane Rosenthal are Building & Monetizing PHP on Mobile
Shane Rosenthal and Simon Hamp from the NativePHP Project have brought PHP, and with it my favorite web framework Laravel, onto Mobile devices. I love this: taking est...
398: The Hidden Cost of Being First
When Python's dominant package manager pip was challenged by newcomer uv—which is so fast users think it's broken—it revealed a fundamental truth about first-mover adv...
397: When Profitability Disappears — A Podscan Reality Check
Today’s episode represents the reality of entrepreneurship—not just the wins, but the difficult decisions and uncertainty that come with building something new. Someti...
396: Jack Friks — Building Tools That Empower Without Overwhelming
Jack Friks (@jackfriks) is the founder of PostBridge, a social media scheduling tool that grew from his own frustration with spending hours posting across platforms to...
395: From Code Writer to Code Editor: My AI-Assisted Development Workflow
My day-to-day coding looks very different from what it was a few years ago. Today, you'll learn about my voice-to-code workflow and how I leverage smart tools to have ...
394: Taylor Otwell — The (Quite Entrepreneurial) Creator of Laravel
Taylor Otwell (@taylorotwell) didn't just create the popular open-source framework Laravel. He turned it into a highly profitable business that helps developers build ...
393: AI is a Threat to SaaS Multiples
Software-as-a-service business acquisitions are in trouble. What is responsible for a downward trend in multiples and acquisition dollar amounts? It has a lot to do wi...
392: Building AI Businesses Without Breaking the Internet
Ever heard of model collapse? It occurs when AI models are trained on the outputs of previous AI models. And it's not pretty.I recently recorded an in-depth session fo...
391: AI is Flipping Our Relationship with Technology
Second brains were all the rage a year ago. Now, it feels like we're not just externalizing our thoughts; we're training a much bigger, much less personal brain. A fir...
390: When to Choose Local LLMs vs APIs
When I started Podscan, I wanted to go full local AI. Self-hosted, self-managed, self-serving. But that tune has changed. Here's what to think about when contemplating...
389: The Founder's First Hire: When to Let Go of Your Weaknesses
It's time. Solopreneurship works for a while, but it can't last forever. Not for me, not for Podscan. We need help.The blog post: https://thebootstrappedfounder.com/th...
388: The Job To Be Done: Understanding Customer Value Communication
PMF is MIA without JTBD. Make sense? :DThe "job to be done" sits at the core of my customer's use of my product. I need to understand it to understand them. To fathom ...
387: Your API Documentation is Not For Developers Anymore
API docs used to be by and for developers. Now, non-technical people use AI tools to build integrations into our SaaS products. We need to rethink how we communicate w...
386: One Year of Podscan: Reflecting on Tech & Business Decisions
This week, I'm sharing behind-the-scenes choices that allowed Podscan's growth from a small experiment to a thriving business. I'll delve into the choices I've made an...
385: The Balancing Act: Free Trials, Value Demonstration, and Business Sustainability
Just how much of your service should a trial user be allowed to "try"? When it costs you real money to supply your product, when and how do you apply limits so that pe...
384: Podscan's Profitability Milestone: What's Next?
Podscan is profitable. Wild. A great success, a year after starting the business, and a fun opportunity to look at the options that lay before me. What will be my next...
383: Repositioning Podscan: From Monitoring to Data Platform
Last week, in my hotel room just after MicroConf, I got excited about repositioning. I have had some time to think about the steps forward since then, and here's what ...
382: I went to MicroConf in New Orleans
And I have a few things to say.In one of my rare directly-from-the-hotel-room-to-you episodes, I'll dive right into the many wonderful experiences of this uniquely ama...
381: How AI Changes Famous Laws in Software and Entrepreneurship
The rise of AI is fundamentally changing and challenging the classic laws and principles of software development and entrepreneurship. Drawing from my experience build...
380: Experiment Report: Trying New Things
When I talked to Anne-Laure Le Cunff earlier this week, we get into experiments and how to run them effectively. That made me think that I've been running quite a few ...
379: Anne-Laure Le Cunff — Tiny Experiments
Anne-Laure Le Cunff (@neuranne) is a neuroscientist and author of the book Tiny Experiments, where she shines a scientific light on how we set goals, what experiments ...
378: Think with AI, Do with People
I'm not usually trying to create FOMO in other founders — I know all too well that we're busy enough with what we're building.But if you're not using chat-based AI to ...
377: Virality is Poisonous
The most insidious consequence of chasing virality isn't that it makes you look foolish; it's that you're actively poisoning your precious audience.Here's what "playin...