Reinventing the Podcast into Deep Pillar Episodes

This week, I talk with Mark Manson—best known for The Subtle Art of Not Giving a Fuck—about what success really costs and why it often leaves us wanting more. Mark and I go deeper than I’ve heard him go before: we explore his upbringing, the complex role faith and community have played in his life, and how he’s learned to follow his internal compass—even when it meant walking away from huge opportunities. After climbing to the top of the publishing world and getting a taste of Hollywood, Mark has returned to where he started: creating online for the joy of it. This conversation is about more than career moves—it’s about identity, meaning, and the choices that define a thoughtful life. If you’ve ever achieved a big goal and asked, “Now what?”—this one’s for you. Let’s get to it.

In this episode:

• (00:00) – Intro

• (02:32) – The golden egg mindset that changed Mark's career

• (04:49) – Lessons from a “high-volatility” childhood

• (09:46) – Mark’s secret to depth (and viral hits)

• (13:51) – Losing faith—and what Mark misses most

• (17:58) – The loneliness no success can solve

• (28:09) – What real friendship looks like

• (31:19) – How to go deeper with the people who matter

• (36:51) – What happens after success?

• (41:47) – Chasing Hollywood—and hitting a wall

• (45:38) – Why Mark turned away from traditional media

• (49:23) – The lingering pull of prestige and the trap of status

• (50:48) – Why Mark is still in LA—and what he found there

• (51:40) – How to know what to say yes to (and what to walk away from)

• (56:27) – What Mark is optimizing for today

• (59:02) – The one thing Mark wants to be excellent at

• (01:02:35) – The “shit sandwich” Mark’s happy to eat

• (01:03:58) – Turning down a seven-figure book deal

• (01:18:28) – YouTube vs writing

• (01:21:34) – How much thought goes into Mark’s content

• (01:25:04) – Is the business sustainable?

• (01:27:03) – Reinventing the podcast—again

• (01:33:19) – Mark’s most beautiful future

• (01:36:33) – Who Mark is becoming

Key Takeaways

• Be the goose, not the egg hunter. Rather than chasing after “golden eggs” of success, become the kind of person who can generate them consistently. Mark’s father taught him that real security and fulfillment come from developing your own capacity to create value again and again—not from trying to protect or hoard what you’ve already made.

• Choose depth over status when building community. Mark reflects on how true community—like that found in religious, family, or workplace settings—is built on commitment and shared legacy. Recreational groups and hobbies, while enjoyable, often lack the deeper sense of belonging. If you’re feeling lonely or disconnected, consider what you’re willing to commit to.

• Build a life that prioritizes fun over status. After years of high-profile projects and burnout, Mark realized that chasing prestige wasn’t worth the cost. His new rule: if it’s not fun, he doesn’t do it. With success comes more invitations to chase status—but the most fulfilled people are those who stay grounded in what brings them joy and meaning.

• Don’t confuse cultural clout with real impact. Despite already having a massive online audience, Mark admits being drawn to traditional media for its perceived prestige. He ultimately found that building directly with his audience—via his creator business and YouTube—was more rewarding and impactful. Recognition is nice, but it shouldn’t dictate your creative choices.

• The best relationships are honest, non-transactional, and earned through time. Deep friendships grow through vulnerability, shared values, and a willingness to say the hard thing. In a world increasingly shaped by status, the relationships that matter most are built on trust, not utility.
  

Get full show notes and links at https://GoodWorkShow.com.

Watch the episode on YouTube: https://www.youtube.com/@barrettabrooks.