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October 8, 2025 90 mins

At 59, Charlotte Brynn has swum across some of the world’s most punishing channels — in pitch black, in near-freezing water, and even after being bitten by a shark. But her story is more than toughness.

It’s about what happens when you don’t reach your goal — not once, but five times. It’s about staying in the fight for 12 years to complete the English Channel. And it’s about discovering that real strength isn't just physical — it's the willingness to try again, and again, and again.

In this conversation, we cover:

  • What it’s like to swim a full ice mile (41°F water, no wetsuit, no room for error)
  • The shark bite during her Catalina Channel swim — and why she kept going
  • Why she failed the English Channel five times — and why the sixth attempt finally worked
  • How she learned to let go of outcome and embrace self-love
  • Coaching insights that go far beyond swimming: discomfort, confidence jars, and showing up
  • What “ageless” really means when you’ve swum through jellyfish, sewage, and self-doubt

This episode is a masterclass in resilience, identity, and choosing growth over comfort — no matter your age.

🔗 Resources + Mentions

  • Charlotte’s site: brynnswim.com

  • The Swimming Hole (Vermont): theswimmingholestowe.com

  • International Ice Swimming Association: iceswimming.com

  • Charlotte’s 28.5-mile Manhattan Island Swim: NYC Swim

  • Joan Weisberg, past guest and friend of Charlotte — hear her story in [“Out of the Box at 75” → Episode #92]



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