Jeff Colt is back, calling in from Carbondale with a mission to help rehabilitate the name “Jeff” one mountain town conversation at a time. We start with winter training reality in ski country, how to keep momentum when the days are short, the “subsistence” weeks that quietly save your season, and the eternal debate of pants, tights, and looking cool versus staying warm. From there it turns into a bigger conversation about identity, planning, uncertainty, and why the simplest answer sometimes is “we just have Jeff,” so we might as well make it a good one.

Then we head straight into the good stuff, the White Mountains and the Mahoosuc Traverse, where “running” becomes scrambling, crawling, and three points of contact through the Mahoosuc Notch. Jeff breaks down the history and the legends (including Chris Getz and the steak stop), why style matters as much as speed in FKTs, and how different eras and ethics shape what we celebrate. We close with one of the most fun tangents of the whole Month of Jeff, what it is really like working in the AMC huts, from responsibility in dangerous weather to full-on blanket-folding skits, including Harry Potter and Frozen, all in service of three sacred rules: fold the blankets, pack out the trash, and tip the hut crew.

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Chapters

00:00 The Jeff Identity Crisis

06:19 Winter Training in Mountain Towns

09:18 Exploring the Mahusik Range

12:37 The Legacy of Chris Getz

15:27 Navigating the Mahusik Notch

18:29 Style and FKT Philosophy

22:00 The Challenge of Self-Supported FKTs

24:56 Planning and Uncertainty in Adventure

27:57 The Evolution of Trail Running Style

42:22 Exploring Style in Trail Running

44:16 The Debate on Supported vs. Unsupported

47:43 The Evolution of Trail Running

50:54 Killian Jornet: The Pinnacle of Trail Running

54:43 Authenticity in Trail Running

58:30 The Role of Creativity in Trail Running

01:03:31 Life Lessons from Working in the Huts

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This week on the Free Outside Podcast, I am joined by Jeff Eklund, an “ordinary Jeff” calling in from North Carolina who quickly proves he is anything but ordinary. We kick things off with a Jeff quiz show where every answer is a different Jeff, and it immediately derails into the best kind of chaos.

Jeff shares his winding path into running, including randomly ripping a 3:16 at Chicago in his 40s, qualifying for Boston (and skipping it because life happened), then stepping away before coming back strong after knee replacements. He talks about what it felt like to start running again, why he refuses to accept “don’t run” as a life sentence, and his current mission to break two hours in the half marathon while stalking the competition on Strava like a proper veteran.

Then we shift into the second life arc, Jeff and his wife selling basically everything during COVID, moving into a 27-foot Airstream, and traveling to 47 states. We talk minimalism, Facebook Marketplace hustle, getting “pulled around” the country by life, and the underrated places that surprised him most, from Rhode Island to Arizona to the hidden gems of Nebraska.

Somewhere in the middle, Jeff goes full historian and takes us deep into his obsession with Theodore Roosevelt (the strenuous life, Rough Riders lore, the teddy bear origin story, and meeting a TR impersonator in North Dakota that turns into a legit hike). We also get a side quest on Fred Harvey restaurants, Harvey Girls, and old-school American road culture, plus a list of roadside oddities that feels like a hallucination timeline from mile 20 of a marathon.

We wrap with a quick masterclass in sales (relationships, listening, and handling rejection), lessons Jeff wishes he knew when he was younger, and a perfect cherry on top story about Brooks customer service, a surprise signed Scott Jurek book, and the greatest accidental Instagram mix-up of all time.

If you like running, reinvention, road trips, American history tangents, and a guest who can turn one question into six stories, this one is for you.

Chapters

00:00 The Jeff Quiz Show Begins

04:52 Jeff Eklund's Journey into Running

07:49 Overcoming Challenges and Finding Motivation

10:50 The Impact of Family on Running

13:45 Rediscovering the Love for Running

16:42 Transitioning to Life in an Airstream

19:28 Selling Everything and Embracing Minimalism

22:23 Exploring the Open Road and Human Connection

24:56 Theodore Roosevelt: A Personal Connection

26:29 Meeting the Impersonator: A Unique Encounter

28:47 The Legacy of Theodore Roosevelt

30:23 The Teddy Bear Origin Story

31:40 The Strenuous Life Philosophy

33:40 Fred Harvey and the Railroad Era

37:24 The Harvey Girls: Pioneers of the West

39:07 Underrated States: Personal Reflections

41:34 Hidden Gems in the Midwest

45:20 Exploring Unique Destinations

48:13 The Art of Selling

50:29 Reflections on Youth and Education

55:10 Customer Service and Personal Connections

01:00:18 Celebrating Ordinary Heroes

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 jeff@freeoutside.com

Watch the movie about setting the record on the Colorado Trail: https://tubitv.com/movies/100019916/free-outside

Website: www.Freeoutside.com

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I brought the cowboy hat out for this one, because Month of Jeff needed full giddy up vibes. Jeff “Bronco Billy” Browning is back, and we go everywhere: Cocodona’s weird and wonderful rise into a spectator cult phenomenon, the tiny weather window that makes that race possible, and what it feels like when you are having one of those perfect days in a hundred.

Jeff talks about his best races ever (including a scorching San Diego 100 and a 19:33 at Wasatch), and what actually made them click, training blocks, timing, and yes, a little luck. We also get nerdy and practical with an underrated, overrated, properly rated game, covering trail super shoes (carbon on trail, and why the foam matters more), heat training, speedwork for ultra runners (hello zone 3), and why you have to practice race nutrition in training if you want race day to feel automatic.

Then we time travel to the early 2000s when ultra gear was basically a fishing vest era, handheld bottles ruled, poles were not a thing, and race nutrition was gels, S-caps, and hope. Jeff shares how mentorship and group long runs shaped the scene back then, and why adventure running and storytelling still matter more than a stat on a results page.

We also get into the realities of long efforts and sleep deprivation, including why Jeff would choose self-supported if he goes long again (less complaining, more problem solving). And yes, there are animal stories, including some genuinely terrifying mountain lion encounters, plus the lightning strike moment at Hardrock that led to one of the most ultrarunning reasons ever to change your earrings.

To close it out, Jeff breaks down how he made hundreds work while raising a family, with a simple framework: flexible training, non-negotiable family time, and getting creative with when long runs happen. We finish with what is next, some training races, Cocodona, a Western States swing, and the itch to do more adventure style projects.

Sponsors: Janji, Garage Grown Gear, CS Coffee

Chapters

00:00 Introduction and Background

05:48 Cocodona 250: Growth and Popularity

08:38 Memorable Races and Personal Bests

11:51 The Mental and Physical Toll of Long Distances

14:44 Self-Supported vs. Supported Racing

17:48 The Shift in Running Focus: Adventure vs. Competition

20:55 The Importance of Storytelling in Running

23:51 Training Insights: Speedwork and Nutrition

28:29 Preparing for Race Day: The Importance of Training Camps

30:00 Evolution of Gear: Trends from the Early 2000s

33:09 Nutrition and Hydration: Lessons from the Past

35:46 The Social Aspect of Ultra Running: Mentorship and Community

39:43 From Hobby to Career: The Journey of an Ultra Runner

42:36 Race Directing: The Challenges and Rewards

45:42 Wildlife Encounters: Stories from the Trail

55:18 Balancing Family Life and Ultra Running

56:10 Balancing Work and Family Life

59:00 Creating Quality Family Time

01:02:58 Navigating Technology and Family Connections

01:03:50 The Story Behind the Earrings

01:10:13 Future Plans and Upcoming Races

01:18:39 Introduction and Community Connection

01:22:40 The Importance of Supportive Relationships

01:26:49 Fostering a Positive Community

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 jeff@freeoutside.com

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