There are around five people who dislike uncertainty for every one person who actually likes it.

My guest this episode, Scott Stirrett, wants to help you become the one. Scott is the author of The Uncertainty Advantage, founder of Venture for Canada (which he grew from a $300K budget in 2016 to $14 million by 2022), and a former Goldman Sachs analyst. He's also refreshingly candid about his own struggle with OCD — and how learning to tolerate uncertainty didn't just help him manage that, it reshaped how he approaches risk, career, and resilience entirely.

In this episode, we get into:

➡️ Why "the only way out is through" is Scott's core message for tolerating uncertainty
➡️ How to catch a "ritual" before it quietly takes over your life
➡️ Why self-compassion — not toughness — is what actually builds resilience
➡️ Scott's simple weekly practice for building your "risk-taking muscles"
➡️ Why he believes solopreneurship, taste, and face-to-face relationships will define the AI era
➡️ The AI risk that actually keeps him up at night — and it's probably not the one you'd guess

If you've ever felt like uncertainty is something to survive rather than use, this conversation will shift that.

🎧 Listen now

The show notes, including the transcript and checklist to this episode, are at getyourselfoptimized.com/570.