Aug. 13, 2025

Uncomfortable Either Way with Brett Eaton

Uncomfortable Either Way with Brett Eaton

You know that thing where you keep waiting to “feel ready” before you go after what you want? Yeah—Brett Eaton’s here to call you out for that. Author of Uncomfortable Either Way and sought after keynote speaker, Brett sits down with Michael Chernow to talk about the stuff we all need to hear: what confidence actually is, why pretending to be someone else will eat you alive, and how your phone might be living a better life than you. They even get into how figuring out what makes you miserable might be the fastest way to figure out what makes you happy. 

The two explore:

What even is confidence: Brett's definition

Why authenticity matters more than anything

Finding Happiness: How unhappiness points you toward happiness

Uncomfortable Either Way: The real goal of Brett's book

Brett’s morning routine for a clear head

If you’ve been stuck, stalling, or just feeling meh—this episode is your sign to shake things up. Press play, share it with someone you love (or would love this episode), and we'll see you next week, Kreatures!

TIMESTAMPS:

0:47 What even is confidence

10:50 Why authenticity matters more than anything

28:35 Finding Happiness

36:55 Uncomfortable Either Way

40:59 Brett’s morning routine for a clear head