All Episodes

Displaying 1 - 20 of 414 in total

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...

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...

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...

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 t...

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 o...

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...

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