DiscoverGood Game with Sarah SpainYou Either Win Or You Learn with Cheryl Strayed
You Either Win Or You Learn with Cheryl Strayed

You Either Win Or You Learn with Cheryl Strayed

Update: 2026-03-25
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Bestselling author Cheryl Strayed (Wild, Tiny Beautiful Things) has a new iHeart Women’s Sports podcast called Mind Over Mountain! Cheryl joins Sarah for a wide-ranging conversation about how high school track allowed her to express herself as a teenager, the mental and physical challenges of her now-famous hike on the Pacific Crest Trail, the ways she continues to be inspired by women doing hard things with their bodies, and the stories she hopes to tell on her new show. Plus, in honor of her advice-giving alter ego "Sugar," Cheryl shares some of the best and worst counsel she's ever offered, and talks about the power of horizontal advice. 

See omnystudio.com/listener for privacy information.

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You Either Win Or You Learn with Cheryl Strayed

You Either Win Or You Learn with Cheryl Strayed

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