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How Founders Blow Their Fortunes

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How Founders Blow Their Fortunes

Startup Therapy Podcast

The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it.


Hosted by


Wil Schroter

Founder + CEO, Startups.com

Wil is a serial Founder having launched 9 companies over 25+ years, 3 being venture funded and 4 having been sold. He generally argues that Founders need to take a much different view of how to build startups.

Ryan Rutan

Founding Partner + CMO, Startups.com

Ryan is a serial founder with 5 companies spanning 3 continents, 20 years and 2 exits. He generally argues with Wil.


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Past Episodes

Episode 307

August 11, 2025

When Should We STOP Asking for "More"?

An honest look at why Founders struggle to say ‘enough,’ and how balancing ambition with fulfillment can be the ultimate growth hack.