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White Mountains Stories and a Retreat Invite
White Mountains Stories and a Retreat Invite

The White Mountains have a special talent for making strong hikers question their life choices, and their mileage math. In this episode, I’m joined b…

3 months ago

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Black Canyon 100k Preview: Burritos, Banked Tracks, and Golden Tickets
Black Canyon 100k Preview: Burritos, Banked Tracks, and Golden Tickets

Allison Mercer drops a one-month-in “ins and outs of 2026” list that should be printed and taped to every smartphone: ranting to your phone is out, s…

3 months ago

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Ben Dhiman: From Sleeping by the River to UTMB
Ben Dhiman: From Sleeping by the River to UTMB

Ben Dhiman has one of the best names in the sport, and he actually earned it. We talk nicknames, alter egos, and the wild cat energy he taps into whe…

3 months, 1 week ago

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Consistency Beats Intensity: Action over Noise
Consistency Beats Intensity: Action over Noise

I’ve struggled to record this episode. Lately, it’s been harder to run, harder to feel motivated, and harder to know what to do in a world that feels…

3 months, 1 week ago

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Triple Crown, Double Tahoe, One Jeffrey
Triple Crown, Double Tahoe, One Jeffrey

In this episode, I sit down with Krista, winner of the Jeffrey Award for Most Tragic FKT, to talk about what might be the happiest tragic FKT of all …

3 months, 2 weeks ago

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My Mom Got Me a Coach (It Was Hayden Hawks)
My Mom Got Me a Coach (It Was Hayden Hawks)

Today on the Free Outside Podcast, I’m joined by Coleman Cragun, the winner of the Jeffrey Derrick Lytle Award, which is an honor with a proud tradit…

3 months, 2 weeks ago

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Dylisms and being REALLY REALLY good at Exercising
Dylisms and being REALLY REALLY good at Exercising

Comedic impressionist Dylisms is here. He has LOUDLY become one of the funniest voices in trail running by doing spot-on (and occasionally unhinged) …

3 months, 3 weeks ago

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Olympians Are Winning Trail Races Now, So What Happens Next?
Olympians Are Winning Trail Races Now, So What Happens Next?

I’m back with Allison Mercer, my correspondent on everything, and we start with the most important news of the week: I apparently lost another award,…

3 months, 3 weeks ago

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Do the Stupid Thing (Why Fun Matters More Than Optimization)
Do the Stupid Thing (Why Fun Matters More Than Optimization)

At some point, a lot of us stop doing things just because they’re fun.


We start asking if it’s productive, if it makes sense, or if it leads somewhere…

3 months, 3 weeks ago

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Make It Make Sense: World Cross Country, Burrito League, and Running Media Losing the Plot
Make It Make Sense: World Cross Country, Burrito League, and Running Media Losing the Plot

The Free Outside Show is back for the new year, and I’m joined by our correspondent on everything, Allison Mercer. We’re doing the exact opposite of …

3 months, 4 weeks ago

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