From “fourth child” dad and self-described Peter Pan to tech executive navigating LinkedIn doom scrolls and shifting markets, Ryan Barry shares how playfulness and discipline can coexist: keep your values simple (be kind, work hard, don’t be an asshole), protect your energy, and stay present enough to lead at work and at home without burning out.
Key Takeaways
• Simple family rulebook: find what makes you happy, work hard, don’t be an asshole.
• Lower-middle-class roots = inclusivity, big table, relentless work ethic.
• Hustle got him far—but unchecked hustle leads straight to burnout.
• Boundaries are fluid: “WiFi’s broken” days, phone-free time, walks and hikes.
• Limit the doom scroll: LinkedIn morning + night; learn more from real conversations.
• Presence over pretending: if you can’t be fully there, step away.
• Name the “flood”: walks, breathing, and simple meditation to reset (and teach his kids).
Timestamps
00:00 Intro / “What makes you you?”
02:00 Peter Pan adulthood, fatherhood, and shifting priorities
06:00 Family values: happy, hardworking, and not being an asshole
09:30 Lower-middle-class upbringing, immigrant mom, construction-worker dad, inclusivity
14:00 Tech, LinkedIn doom scroll, and the comparison trap
18:30 Boundaries: WiFi-free Saturdays, nature, fewer meetings, more white space
23:00 Presence, energy, and how his mood impacts the whole company
27:30 Flood moments, ADHD, anxiety tools, and meditating with his son
31:30 Executive coaching, burnout, and not wanting to be “60 and lonely”
34:00 Where to find Ryan
Links
Learn more about Ryan Barry
Learn more about Jolie Shapiro
Learn more about Revenue Mind

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