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The Diary of a CEOThe Diary of a CEO

Tony Hawk: The Man With The $1.4 Billion Name! Burnout, Obsession & Regrets

Tony Hawk is an American professional skateboarder, he landed the first “900” trick and has a skateboarding video game series named after him which made $1.4 billion. Topics: 00:00 Intro 02:28 Becoming the person I am today 14:07 Where does your talent come from? 17:00 My skating career & the struggles along the way 31:45 What did burnout teach you? 43:23 What’s the secret to your success? 48:37 Twelve years to master your biggest trick 57:27 Your video game made $1.4 billion 01:03:11 Ads 01:04:11 What advice would you give your younger self? 01:07:48 Intimacy & fame 01:15:40 Entrepreneurship 01:17:24 The words you never said 01:22:02 Last guest’s question Tony Hawk: Instagram: http://bit.ly/3TRcn1V Website: http://bit.ly/3TQQYWM The conversation cards waitlist is now open, join now: http://bit.ly/3ZzQfKz Join this channel to get access to perks: https://bit.ly/3Dpmgx5 Listen on: Apple podcast - https://apple.co/3TTvxDf Spotify - https://spoti.fi/3VX3yEw Follow: Instagram - https://bit.ly/3CXkF0d Twitter - https://bit.ly/3wBA6bA Linkedin - https://bit.ly/3z3CSYM Telegram - https://g2ul0.app.link/SBExclusiveCommun Sponsors: Airbnb: https://bit.ly/3ZDyvPD Wework: https://we.co/ceo Huel: https://g2ul0.app.link/G4RjcdKNKsb

Tony HawkguestSteven Bartletthost
Mar 26, 20231h 27mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Tony Hawk on Obsession, Burnout, Fame, Regret, and Reinvention

  1. Tony Hawk traces his journey from an outcast kid obsessed with skateboarding to becoming the sport’s global ambassador and the face of a billion‑dollar video game franchise. He explains how hyper‑focus and risk‑taking fueled his rise, but also led to burnout, emotional disconnection, and strained relationships. As fame and money arrived through the X Games and Tony Hawk’s Pro Skater, he grappled with identity, imposter syndrome, and the emptiness of celebrity culture. Now in his 50s, he’s rebalanced his priorities toward family, emotional intimacy, philanthropy, and a more sustainable relationship with both skating and success.

IDEAS WORTH REMEMBERING

5 ideas

Deep obsession plus deliberate risk‑taking can outcompete conventional “talent.”

Hawk emphasizes that his edge wasn’t raw talent but obsession, willingness to leave his comfort zone, and an unusually high tolerance for getting hurt. He systematically explored “weird” tricks, exhaustively iterating on each idea until he had a huge repertoire. His advice to any young creative or athlete is to focus intensely, accept that pain and failure are part of the process, and continually push beyond what feels natural instead of staying in a safe lane.

Burnout can happen even when you’re doing what you love.

At the height of his competitive dominance, Hawk began dreading contests and feeling like a “machine” performing on demand. Judges scored him against what they thought he was capable of, not the field, and peers assumed he would always win. He ultimately stepped away from competing despite sponsors warning it would end his career. Distance allowed him to rediscover the joy of learning new tricks, return to competition on his own terms, and let go of perfectionism in favor of creativity and risk.

Fame and money amplify existing issues; they don’t resolve them.

The success of the X Games and Tony Hawk’s Pro Skater catapulted him into mainstream celebrity, bringing talk shows, red carpets, and club culture. Hawk admits he got caught up in the noise, distracted from his kids, and never felt fulfilled by the attention. He stresses that he “got famous by accident,” and that chasing status for its own sake leaves you hollow the next morning. Real fulfillment, he found, came from skating itself and from being emotionally present for family, not from VIP rooms.

Strategic risk in business can be as important as physical risk in sport.

Before the first game launched, Activision offered Hawk a $500,000 buyout of all future royalties—a life‑changing sum for someone who’d known lean years. Because his other income streams were stable and his mortgage manageable, he chose to decline and bet on royalties instead. That decision, he says, was the best financial move of his life, as the franchise went on to generate around $1 billion in sales for Activision. His broader lesson: only take big upside bets when your downside is survivable.

Emotional intimacy and vulnerability are learned skills, not fixed traits.

Growing up with older parents in a “functional, not warm” household, Hawk never heard “I love you” from his father and carried a fear of intimacy into adulthood. Therapy helped him recognize compulsive behaviors, his guardedness, and the ways he made people feel secondary to skating and fame. He now consciously practices saying how he feels, prioritizing time with his kids, and letting his wife see his fears—all of which, he notes, made his relationships deeper and more stable.

WORDS WORTH SAVING

5 quotes

I was so hyper‑fixated on my skating, I didn’t really work on my humanity.

Tony Hawk

I wasn’t afraid to step out of my comfort zone, and I also wasn’t afraid to get hurt along the way.

Tony Hawk

I was a machine. I’d go and do the event and win the trophy and go home.

Tony Hawk

I got famous by accident. I just wanted to see skateboarding get more popular.

Tony Hawk

The bravery actually means sharing your feelings.

Tony Hawk

Childhood, family dynamics, and early obsession with skateboardingSkating culture, being an outcast, and finding identityProfessional dominance, burnout, and walking away from competitionFame, the X Games, and the Tony Hawk’s Pro Skater video gameMoney decisions, entrepreneurship, and business failuresEmotional intimacy, therapy, and repairing family relationshipsRisk‑taking, mastery, and life lessons from pursuing the 900

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