The Bootstrapped Founder Podcast
1) 416: The Ownership Paradox: What Do You Really Control in Your Software Business?
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: ...Show More
2) 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 p...Show More
3) 414: The Pure Amateur is Vanishing: Why Everyone's a Performer Now
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 compe...Show More
4) 413: We’re Gonna Need a Bigger Moat
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 ...Show More
5) The $0.20/Day AI System That Converts Trial Users Into Paying Customers
It took me a long while to realize this: AI isn't just something like a chatbot for my customers. AI can work behind the scenes to facilitate getting the right stuff in front of the right people for m...Show More
6) 411: The Currents of a Founder
I was reading Brandon Sanderson's latest novel, Wind and Truth, when I came across a sentence that stopped me cold: "A stronger current makes for stronger fish."That's it. That's what entrepreneurship...Show More
7) 410: Building for the Age of AI Consumers
I think we're at the precipice of a pretty significant change in how we build software products. Obviously, the recent ascent of vibe coding and all the agentic coding tools that we find very useful a...Show More
8) 409: James Phoenix — Claude Code Masterclass
James Phoenix is an expert in agentic coding, particularly Claude code, a tool that I have been using to great effect over the last couple months. I chatted with James just a couple days ago and have ...Show More
9) 408: The Podscan Ideas Vault: Engineering as Marketing
Today I'll be talking about a successful marketing project within my software business that turned out to be so successful that it spawned a business built on top of that business.This episode of The ...Show More
10) 407: Nick Groeneveld — Exploring AI's Impact on Modern Design
Nick Groeneveld is a designer and User Experience expert who has been a valued collaborator on Podscan, my own software product. Nick works as a freelancer for a lot of companies that have no in-house...Show More