Uncomfortable Either Way with Brett Eaton episode artwork

EPISODE · Aug 13, 2025 · 56 MIN

Uncomfortable Either Way with Brett Eaton

from Kreatures Of Habit Podcast · host Michael Chernow

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 definitionWhy authenticity matters more than anythingFinding Happiness: How unhappiness points you toward happinessUncomfortable Either Way: The real goal of Brett's bookBrett’s morning routine for a clear headIf 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 confidence10:50 Why authenticity matters more than anything28:35 Finding Happiness36:55 Uncomfortable Either Way40:59 Brett’s morning routine for a clear head

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 definitionWhy authenticity matters more than anythingFinding Happiness: How unhappiness points you toward happinessUncomfortable Either Way: The real goal of Brett's bookBrett’s morning routine for a clear headIf 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 confidence10:50 Why authenticity matters more than anything28:35 Finding Happiness36:55 Uncomfortable Either Way40:59 Brett’s morning routine for a clear head

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Uncomfortable Either Way with Brett Eaton

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This episode is 56 minutes long.

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This episode was published on August 13, 2025.

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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...

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