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I thought I was done racing this year… but apparently Montana had other plans. Two weeks after Allison Mercer introduced me to cross country running, I found myself signing up for the Montana Cup — an annual, statewide, adult cross country throwdown where Bozeman, Missoula, Billings, and the rest of the Montana cities go head-to-head for glory.
In this episode, I talk about my first hard 5K in twenty years, how I tried to re-train my calves after the Appalachian Trail, and whether my 35-year-old self can outkick my 14-year-old PR. Spoiler: probably not.
But that’s not all — I also recap my Halloween weekend crewing at Javelina Jundred, where I became the self-proclaimed Ice Daddy, lost a costume contest as a horse, and ended up pacing a stranger to his first 100-mile finish while dressed as Santa. Because of course I did.
There’s a life hack, a shout-out to my sponsors, a Blue Jays World Series dream, and an announcement for the return of Month of Jeff and the Jeffrey Awards.
So grab a coffee (CS Coffee, obviously), lace up those Janji shorts, and join me for another chaotic, slightly overcaffeinated episode of the Free Outside Show.
Chapters
00:00 The Montana Cup and Cross Country Racing
02:41 Post-Appalachian Trail Recovery and Training
05:55 Halloween Race Experience and Costumes
11:25 Pacing a Runner and Celebrating Success
14:07 Life Hacks and Upcoming Events
Subscribe to Substack: http://freeoutside.substack.com
Support this content on patreon: HTTP://patreon.com/freeoutside
Buy my book "Free Outside" on Amazon: https://amzn.to/39LpoSF
Email me to buy a signed copy of my book, "Free Outside" at [email protected]
Watch the movie about setting the record on the Colorado Trail: https://tubitv.com/movies/100019916/free-outside
Website: www.Freeoutside.com
Instagram: thefreeoutside
facebook: www.facebook.com/freeoutside
By Jeff Garmire4.9
115115 ratings
I thought I was done racing this year… but apparently Montana had other plans. Two weeks after Allison Mercer introduced me to cross country running, I found myself signing up for the Montana Cup — an annual, statewide, adult cross country throwdown where Bozeman, Missoula, Billings, and the rest of the Montana cities go head-to-head for glory.
In this episode, I talk about my first hard 5K in twenty years, how I tried to re-train my calves after the Appalachian Trail, and whether my 35-year-old self can outkick my 14-year-old PR. Spoiler: probably not.
But that’s not all — I also recap my Halloween weekend crewing at Javelina Jundred, where I became the self-proclaimed Ice Daddy, lost a costume contest as a horse, and ended up pacing a stranger to his first 100-mile finish while dressed as Santa. Because of course I did.
There’s a life hack, a shout-out to my sponsors, a Blue Jays World Series dream, and an announcement for the return of Month of Jeff and the Jeffrey Awards.
So grab a coffee (CS Coffee, obviously), lace up those Janji shorts, and join me for another chaotic, slightly overcaffeinated episode of the Free Outside Show.
Chapters
00:00 The Montana Cup and Cross Country Racing
02:41 Post-Appalachian Trail Recovery and Training
05:55 Halloween Race Experience and Costumes
11:25 Pacing a Runner and Celebrating Success
14:07 Life Hacks and Upcoming Events
Subscribe to Substack: http://freeoutside.substack.com
Support this content on patreon: HTTP://patreon.com/freeoutside
Buy my book "Free Outside" on Amazon: https://amzn.to/39LpoSF
Email me to buy a signed copy of my book, "Free Outside" at [email protected]
Watch the movie about setting the record on the Colorado Trail: https://tubitv.com/movies/100019916/free-outside
Website: www.Freeoutside.com
Instagram: thefreeoutside
facebook: www.facebook.com/freeoutside

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