Podcast Episodes
Back to SearchWhen Our Friends Resent Our Success
Episode 296
Ryan and Will discuss the surprising reactions founders often face when they achieve success. They explore how unexpected resentment from friends and peers can arise, why it happens, and how to navig…
Published on 5 months ago
When Our Startup Outgrows Us
Episode 295
In this episode of the Startup Therapy Podcast,Ryan and Will delve into the emotional journey of startup founders who feel out of place in the very companies they built from scratch. They discuss the…
Published on 5 months ago
When Being in the 1% Feels like Failure
Episode 294
Ryan and Will discuss the psychological challenges founders face by constantly looking ahead and rarely celebrating their achievements. They explore how important it is for founders to practice grati…
Published on 5 months, 2 weeks ago
We Need Outside Interests that Consume Us
Episode 293
Dive into the common struggle founders face with burnout and the inability to truly relax. Ryan and Will share their personal experiences and discuss how traditional relaxation methods often fail fo…
Published on 5 months, 3 weeks ago
You probably should be TERRIFIED. At least a bit..
Episode 292
Ryan and Will discuss the prevalent fear in the market due to economic uncertainty in April 2025. They delve into how fear is a constant companion for founders and argue that it's not a weakness but …
Published on 6 months ago
Make Money First - Then Make a Product
Episode 291
In this episode, Ryan and Will discuss the common misconception that startups need funding before generating revenue. They emphasize that the actual business isn't just the product but the revenue it…
Published on 6 months, 1 week ago
It's really HARD to REPEAT A WIN
Episode 290
Will and Ryan discuss the dangerous mindset founders can fall into after hitting it big with their startups. They reflect on the story of Peter Chesky, co-founder of Wish, who became a billionaire du…
Published on 6 months, 2 weeks ago
Does LOCATION matter for your startup?
Episode 289
Ryan and Will discuss the evolution of startup location strategies. They reminisce about the bygone era when relocating to major hubs like San Francisco was essential for success due to access to tal…
Published on 6 months, 2 weeks ago
Are The Sacrifices Worth It?
Episode 288
In this episode of the Startup Therapy Podcast, the guys tackle the big question: was the entrepreneurial journey worth it? They discuss the sacrifices, the missed experiences, and the immense pressu…
Published on 6 months, 3 weeks ago
Are Founders Forged Over Youth?
Episode 287
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter discuss how childhood experiences influence the entrepreneurial journey. They explore why many founders' origin stories tr…
Published on 7 months ago