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Being your own boss isn't easy, but it's worth it. Learn how to build a legacy while being kind and authentic. I want to empower as many entrepreneurs as possible to help themselves (and those they choose to serve).
Podcast, YouTube, Blog Dear founder, Building in public once helped me sell my company. Today, that same transparency could destroy yours. THE BOOTSTRAPPED FOUNDER • EPISODE 439 439: The Increasing Risk of Building in Public 16:15 MORE INFO That’s not hyperbole. I owe my entire career as a writer, podcaster, and founder to being radically transparent about my business. I shared my Stripe-verified monthly recurring revenue numbers with the world, and that visibility attracted financial and...
Podcast, YouTube, Blog Dear founder, A couple things happened these last few weeks that brought into sharp focus just how naively we interact with agentic systems — to the point where we get surprised by the consequences of using them. THE BOOTSTRAPPED FOUNDER • EPISODE 438 438: AI Liability: The Landmines Under Your SaaS 25:23 MORE INFO Anthropic made it very clear in their terms and conditions that their Max plans — the $200 plan and all the others meant to work with tools like Claude Code,...
Podcast, YouTube, Blog Dear founder, Here’s a question I’ve been sitting with lately: if building software keeps getting easier — and it clearly is — then what exactly are we building our businesses on? THE BOOTSTRAPPED FOUNDER • EPISODE 437 437: Data Is the Only Moat 15:39 MORE INFO Because conversations about the quality of vibe-coded or AI-engineered software aside, it is obvious that with LLM-originated tooling, writing complex software has become significantly easier. It hasn’t become...