This week, we dive headfirst into the messy, uncomfortable topic of regret. From the aches and grays that come with hitting a new decade to the deeper realizations about relationships, selfish mistakes, and missed opportunities, we unpack how regret shapes who we are. And there's a twist: what if regret isn’t something to fear or avoid? What if it’s a tool for growth? I share my own stories of taking people for granted, self-destructive habits, and the lessons I’ve learned about self-forgiveness and choosing your regrets wisely.

We also tackle some fascinating questions about whether empathy is actually good for society. Is it always a good thing, or can it sometimes lead us astray? To round things off, we share our thoughts on AI and its impact on creativity and human connection.

Enjoy.

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Chapters

01:14 The F*ck of the Week: No Regrets?

19:36 Brilliant or Bullsh*t: Is Empathy Always a Good Thing?

40:45 Q&A: Is AI coming for us all?

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Theme song: Icarus Lives by Periphery, used with permission from Periphery.

Today, we dive into the fascinating world of luck, risk, and how they shape our lives. We explore the delicate balance between playing it safe and taking chances, and why understanding this balance is crucial for personal growth. If you've ever wondered whether you're too cautious or not cautious enough, then strap in for this one.

We dig into the psychology of luck, examining how our perceptions influence our outcomes, and why taking calculated risks can lead to outsized returns. We also tackle the tough question of how to cope with life's inevitable hardships. Hopefully this gives you a fresh perspective on risk-taking and a new appreciation for the role of chance in your life.

Enjoy.

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0:00 Mark’s in the doghouse

2:44 The F*ck of the Week: Making Your Own Luck?

19:00 Brilliant or Bullsh*t: We should take more risk in life?

36:47 Q&A: How should you approach taking bigger risks?

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Theme song: Icarus Lives by @Periphery , used with permission from Periphery.

You ever notice how some people can’t stand being told what to do—even when the advice is good? Yeah, that’s me. In this episode, Drew and I dig into why so many of us rebel against advice, why others chase it like their life depends on it, and whether all that “actionable advice” we’re constantly fed is actually helping anyone. Spoiler: I’m not a fan of cookie-cutter solutions, and I’ve got some opinions about the self-help industry’s obsession with telling people exactly what to do.

We also get into the bigger picture—how advice often misses the mark when it’s not tailored to someone’s unique situation, and how therapy culture might be trying to replace something deeper that’s missing in our lives. I’ll share why I don’t give rigid life hacks, the trouble with universal solutions, and the surprising reason why most breakthroughs aren’t about the advice at all. If you’re tired of “do this, don’t do that” advice, this one’s for you.

Enjoy.

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Chapters

01:26 - The F*ck of the Week: Actionable Advice

21:26 - Brilliant or Bullsh*t: Therapy vs Therapy Culture

38:04 - Q&A: Taking Your Own Medicine

Sign up for my newsletter, Your Next Breakthrough. It will help make you a less awful person: https://markmanson.net/breakthrough

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Theme song: Icarus Lives by Periphery, used with permission from Periphery.