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Episode 1 Trailer

Episode 1 Trailer

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This week, we're launching Inner Circle, a podcast built for founders and operators who want the unfiltered version of what it takes to build.

First up is Sterling Douglass, co-founder and CEO of Chowly.

He didn't leave a job he hated. He left one he actually loved.

Comfort wasn't the problem. Boredom was.

Sterling started as an actuary, moved into startups, and eventually built Chowly after realizing the best ideas don't come from chasing solutions, but from listening to customers. But it wasn't all smooth sailing.

Lawsuits with competitors. Co-founder issues. Near acquisitions. Deals falling apart.

Over the last decade, he's lived through the startup montage most people only see on Silicon Valley.

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