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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, We often joke in entrepreneurship about founders having to wear many hats. But I think that metaphor is wrong. It's not about swapping hats. It's about growing entirely new heads. THE BOOTSTRAPPED FOUNDER • EPISODE 431 431: Many Heads, Not Many Hats: The Founder's Identity Crisis 15:18 MORE INFO Not just the cover of the head — the head itself. A new brain that thinks different, speaks different, prioritizes different. And somehow, these heads are all...
Podcast, YouTube, Blog Dear founder, Sometimes software founders are a weird bunch. They've built their businesses on open source software and the contributions of people who've done a lot of work for free. They've benefited at great length from infrastructure and tooling built on open standards that facilitate free exchange of data and ideas. Yet when it comes to their own software business, they hold the opinion that you should have as much vendor lock-in as possible when it comes to your...
Podcast, YouTube, Blog Dear founder, I saw something on LinkedIn the other day that stopped me mid-scroll. It was a post—clearly AI-generated, you could tell from the cadence, the slightly off phrasing, the generic inspirational tone—and underneath it were dozens of comments. Enthusiastic comments. Supportive comments. And every single one of them was also AI-generated. Bots responding to bots. A whole conversation happening, and not a single human being was involved. But every part of that...