From the archive · Page 11 of 44

The Bootstrapped Founder · Page 11

The 7 Deadly Sins of Indie Hacking

In case you missed it over the last 335 episodes, I’m a huge nerd. I was listening to a miniature painting podcast recently where two of my favorite wargaming creators talked about the 7 Deadly Hobby Sins — and it inspired me to think of th

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Tipping Over

These last weeks have been a bit much. What do they say? “Take a break before the break takes you?” Well, I got quite close to that this week. I’ve been quite active working on Podscan in many different ways, and it has been overwhelming at

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Sincere, not Serious

Recently, I’ve been pondering the difference between being sincere and being serious, especially in the context of entrepreneurship. This reflection was sparked by an article I read about how the most successful people are sincere but not o

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Beyond Small Bets — Embracing the Big Play

I’m at an interesting stage of my entrepreneurial journey, seeing several of my worlds colliding. The frameworks I’ve been using to get where I am are both working really well and starting to show their limitations. For years, I operated un

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Geoff Roberts — Playing the Long Game

Reading Time: < 1 minuteGeoff Roberts (@GeoffTRoberts) is the co-founder of Outseta, and he’s halfway there, 7 years in. Outseta —the SaaS starter kit and the business behind it— is built and operated on a multi-decade timeline, and it’s no

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“AI For The Rest of Us”

Earlier this week Apple announced that it will introduce artificial intelligence into their devices, their operating systems and all apps. As founders, we know the potential of AI and are realistic about its limits, but how will consumers r

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