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Are you truly committed? Not merely to goals or achievements, but to embracing uncertainty and discomfort while pursuing what matters most?
True commitment goes beyond discipline—it requires resilience to navigate inevitable challenges while balancing patience, purpose, and the priorities that support meaningful engagement.
My guest today is Kate Courtney, a world champion mountain biker, Olympian, and entrepreneur whose approach to professional cycling reveals profound truths about authenticity and excellence. Born in Marin County—the birthplace of mountain biking—Kate won the 2018 UCI World Championship and the 2019 World Cup Overall title after balancing her studies at Stanford with professional racing. Now leading She Sends Racing, she is revolutionizing professional cycling while empowering female riders through her foundation.
“To deny the struggle is to deny the very thing that allows us to triumph in the end.”
– KATE COURTNEY
Today, we explore:
- Olympic Torch Handover with Tom Cruise
- Launching She Sends Racing & Foundation
- From Data Obsession to Qualitative Growth
- Navigating Post-Olympic Disappointment
- The Art & Philosophy of Truly “Sending It”
For those who prefer a visual experience, the conversation is available on YouTube. As always, the audio version streams wild and free on Apple Podcasts and Spotify.
Peace + Plants,
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Airbnb: While you’re away, your home could be an Airbnb. Hosting on Airbnb while you’re traveling is such a practical idea. Your space—which would otherwise be sitting empty—could earn you some extra cash while you’re gone. It’s a great way to offset travel costs or even fund your next adventure. Your home might be worth more than you think. Find out how much at airbnb.com/host.
AG1: If there’s one product I trust to support my whole-body health, it’s AG1, and that’s why I’ve partnered with them for so long. AG1 is offering new subscribers a FREE $76 gift when you sign up. You’ll get a Welcome Kit, a bottle of D3K2 AND 5 free travel packs in your first box. So make sure to check out DrinkAG1.com/richroll to get this offer!
Modern Elder Academy: On June 5th, I’m teaming up with my friend Chip Conley – bestselling author and founder of the Modern Elder Academy – for a one-day immersive event in Los Angeles called Wise & Wild: A Midlife Journey into Longevity, Purpose, and Peak Living. Together, we’ll guide a day designed to help you reconnect with purpose, design your next chapter, and gather with a like-minded community. Early bird pricing is available through May 20th. Go to meawisdom.com/richroll to learn more and reserve your spot.
On: Swiss engineering at it’s finest, On crafts high-performance shoes and apparel crafted for comfort and style. Tested by world-class athletes, this gear is built to go the distance, so you can go all out, outdoors. Visit on.com/richroll.
- Connect with Kate: Website | Instagram
- The She Sends Foundation: Website | Instagram
- The Washington Post: What it feels like to lose at the Olympics
- POW: Kate Courtney
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Thank The Team: I do not do this alone. Send your love to Jason Camiolo for audio engineering, production, show notes and interstitial music; with additional audio engineering by Cale Curtis and additional music by Moby; Dan Drake & Morgan McCrae for video, & editing; graphics by graphics by Alejandro Ribadeneira & Bryan Lawrence; portraits by Davy Greenberg; copywriting by Ben Pryor; and theme music by Tyler Piatt, Trapper Piatt & Hari Mathis.
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