Podcast Episodes

The Right Time to Start is Right Now

Season 1 Episode 335

Ever feel like you’re “almost ready” to launch—just one more feature, plan, or credential away? This episode argues that “ready” isn’t a prerequisite…

4 months, 2 weeks ago

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The Most Expensive Equity Doesn't go to Investors

Season 1 Episode 334

Why do founders fight over giving an investor 15% but hand out huge chunks to co-founders, employees, and advisors with far less certainty of return?…

4 months, 3 weeks ago

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How to be Great at Worrying

Season 1 Episode 333

Ever wake up at 3:00 AM convinced your startup is about to break? The conversation unpacks how founders can’t really “leave work,” and how constant v…

5 months ago

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Can Startups Be a Team of One?

Season 1 Episode 332

What happens if building a startup no longer requires a team? The conversation explores how AI is rapidly turning the classic “product + developer + …

5 months, 1 week ago

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Why are we Really Building a Startup

Season 1 Episode 331

What are you really trying to fix by building this company—and what happens when you finally admit it? The conversation unpacks how founders often de…

5 months, 2 weeks ago

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We Rarely "Control" Our Startups

Season 1 Episode 330

Worried about “losing control” because of dilution? This episode breaks down why equity is a poor proxy for control in startups: the cap table splits…

6 months, 1 week ago

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Founders Need Finish Lines

Season 1 Episode 329

Ever feel like you hit a milestone in your startup and immediately get handed the next problem? The episode explores why startup work rarely delivers…

6 months, 2 weeks ago

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What Should My Expectations Be?

Season 1 Episode 328

Ever feel like you’re working nonstop and still falling behind? The discussion argues founder happiness and decision-making improve fastest by recali…

7 months ago

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What Actually Happens When A Founder Runs Out of Gas?

Season 1 Episode 327

What do you think really happens if you burn out and step away for a minute? The conversation breaks down how founders often imagine an apocalyptic c…

7 months, 3 weeks ago

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The Value of Distraction

Season 1 Episode 326

What if the thing that looks like a distraction is actually the move that saves your startup? This episode breaks down why the “stay focused at all c…

8 months ago

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