Do I fit in, in this industry? I have really started to question everything!
I’m not doing great right now, and that’s what this episode is about. After finishing the Appalachian Trail FKT, there’s been a crash, the kind that comes after spending months focused on one goal. This episode is me reading and performing my Substack piece, Location Unknown, and trying to make sense of what comes next.
Post-trail depression is real. It’s the space after the high, when you’ve changed but the world hasn’t. I talk about what it feels like to lose direction, how authenticity can be misunderstood, and how I’m trying to figure things out again.
Thanks for listening, supporting, and being part of this. You can find more of my writing on Substack, and if you want to support what I do, check out the show sponsors:
https://freeoutside.substack.com/
Janji.com
— use code FREEOUTSIDE for a discount and to support the show
GarageGrownGear.com
— the best place for small outdoor brands and gear that lasts
CSInstant.Coffee
—Actual Premium instant coffee
Chapters
00:00 – Opening
03:00 – Substack Reading
06:30 – Post-Trail Depression
09:00 – Appalachian Trail
13:30 – Coming Home
16:00 – Integration
18:00 – Closing
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
Back on the Free Outside podcast, I’m catching up with Will Murray after a wild eight months. Since Black Canyon he’s gone all-in: new coach (CTS’s John Fitzgerald), smarter long runs, and a rock-solid mindset that turned Javelina into a masterclass in steady, no surges. We talk about why he wore a pack while the front pack rocked belts (spoiler: seven bottles a lap and an ice pocket), how he practices mantras on long runs, and the simple crew rule that keeps big races from falling apart: do simple better. Will opens up about the detour through AFib, an ankle injury, a bout of giardia, and how cycling + hiking rebuilt fitness and trust. We also wander into big ideas—Western States, training camps, and what a Grand Tour of trail running could look like. It’s process over hype, and it’s really, really good.
Chapters
00:00 Intro & catching up
05:30 All-in since Black Canyon
08:30 Why get a coach (CTS/John)
11:00 Race plan: steady, no surges
13:30 Lap themes & mindset
15:30 Pack choice & hydration (7 bottles/lap)
18:00 Mantras in training
20:30 Crew: “Do simple better”
23:00 AFib, ankle, giardia detour
26:00 Rebuilding with cycling & hiking
29:00 Western States lessons
32:00 Future goals & balance
34:00 Shoes talk (Catamount, super shoes?)
36:00 Stage-race / team ideas
38:00 Wrap & outro
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
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 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
I was on the ground at Javelina while Allison rode shotgun in the live chat, and—wow—what a day. Will Murray put on the most nondescript masterclass you’ll ever see: smooth, steady, course record, golden ticket. David Roche held on for second, then surprised everyone by declining his ticket, which handed Canyon Woodward his shot after a blazing late charge. On the women’s side, my AT-record pal Tara Dower absolutely torched the course record by over 30 minutes, while eligibility rules behind her shaped a wild golden-ticket battle. We break down why times were so fast (cooler temps, NASCAR-level aid stations, dialed cooling, and, yes, the shoe game) and the new reality of wall-to-wall coverage—mountain bikes, lights and all. Plus: Molly Seidel aiming for a Black Canyon ticket, the latest doping headlines and what they mean for our sport, and a quick look ahead to Tunnel Hill, JFK, and silly-season sponsorships. East vs. West banter included—and, yes, I recorded this on my birthday.
Chapters
00:00 Recap of Javelina Jundrid Highlights
02:50 Course Records and Performance Analysis
05:59 The Rise of Will Murray
08:52 Canyon's Impressive Finish and Team Dynamics
11:56 The Impact of Weather and Race Strategy
15:04 Tara's Record-Breaking Performance
17:54 Doping Controversies in Running
20:53 Molly Seidel's Transition to Trail Running
23:55 Looking Ahead: Future Races and Trends
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
Technology has crept into every corner of our sport—from GPS watches to real-time tracking to social media validation. In this episode of the Free Outside Podcast, I sit down with Luke McCrae, the creator of Corsa, a site that tracked my Appalachian Trail FKT attempt (with a one-day safety delay).
We dive into the rise of tech in FKTs and outdoor adventures—where it helps, where it hurts, and how far is too far. Does tracking make our experiences richer or just more public? Are we still chasing the same spirit of adventure when our dots move live on a map?
It’s a deep, funny, and thought-provoking conversation about innovation, community, and the balance between authentic adventure and algorithmic obsession.
Chapters
00:00 From Camping to Ultra Running: Luke's Journey
02:29 The Intersection of Technology and Outdoor Adventures
05:13 Corsa: Enhancing the Spectator Experience
08:05 Creating Community Through Technology
10:37 The Future of Ultra Running and Technology
13:21 Strava's Challenges and the Shift in Platforms
20:29 The Power of Sharing Experiences
25:25 Technology and Community in Thru-Hiking
30:43 Personal Transformation Through Hiking
36:07 Comparing Thru-Hiking and Ultra-Running
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
One month after setting the Appalachian Trail self-supported FKT, I’m in a strange place—floating between accomplishment and uncertainty. This episode isn’t about miles or records; it’s about what happens after.
I talk openly about trying to find purpose once the goal is over—navigating sponsorships, self-worth, and the emotional fallout of chasing something so all-consuming. The trail stripped everything away, forcing me to feel emotions raw and real—anger, joy, sadness, pride—and now I’m learning how to carry those lessons into real life.
It’s honest, messy, and probably a little too relatable. If you’ve ever finished something big and thought, now what?, this episode is for you.
Chapters
00:00 Navigating Post-Trail Uncertainty
02:58 Emotional Processing on the Trail
05:51 The Importance of Internal Validation
09:09 Carrying Forward Emotional Lessons
12:02 Finding Direction Amidst Chaos
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
It’s that magical time of year again — pumpkin spice, golden tickets, and glitter on the desert trails. In this episode, Me and Allison Mercer break down the 2025 Javelina 100, the first Western States qualifier of the season, featuring names like Tara Dower, David Roche, Devon Yanko, Rajpaul Pannu, and Lauren Puretz.
We also dive into Courtney Dauwalter’s decision to run another marathon — this time at CIM — and debate whether she’s training for Cocodona redemption or just chasing the road racing rush. Expect plenty of hot takes, costume ideas, and “expert” predictions on who will snag those golden tickets.
Chapters
00:00 Marathon Madness: The Allure of Speed
03:44 The Javelina 100: A Race to Remember
09:28 Trail Running Trends: The Evolving Landscape
14:45 The Golden Ticket: Who Will Qualify?
20:24 The FKT Debate: Unsupported vs. Self-Supported
28:00 Sports Superstitions: The Fan Experience
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
I’m joined by Katie “Wildy” Brown—former Arizona Trail self-supported record holder and fresh off the Millwood 100, a 102-mile Wasatch linkup with ~37,000 feet of vert designed by Jared Campbell. We break down what Millwood actually is (route, not race), why she started at night, when the wheels got wobbly on night two, and how crew and pacers changed the game. Katie talks RUFA, Salt Lake’s inversion (and why you literally run through it), and lessons from the mostly self-supported Plains 100—moon dust, SAR checkpoints, and an asthma scare at mile 100. We get into toughness vs. speed, route finding with cliff-band consequences, French-fry aid, ER-nurse night shifts, trail names (Wildy!), and why the Wasatch keeps calling her back.
Check out Millwood 100: https://runuphill.wordpress.com/2017/07/15/millwood-100-official-page/
Follow Katie Brown: https://www.instagram.com/kaytebrown
Chapters
00:00 Exploring the Millwood 100 Adventure
08:18 The Journey of Preparation and Planning
13:56 The Role of Support and Pacers
19:54 Mental Resilience and Overcoming Challenges
25:56 Reflections on Toughness and Personal Growth
31:42 The Joy of Companionship in Racing
37:05 Innovative Race Concepts
45:53 Running Up for Air: A Unique Initiative
50:56 Life Beyond Mormonism: A Personal Journey
After 45 days of hiking, hobbling, and setting a new Appalachian Trail self-supported record, I’m back—barely running, barely sleeping, and somehow still full of opinions. In this episode of the Free Outside Show, I break down the Chicago Marathon broadcast (and the glorious chaos of local news), talk about rebuilding a body that forgot what running is, and share the weird post-FKT side effects—from Christmas toes to an over-eager bladder.
I cover what it means to start over, why my calves hate me, and how patience might just be the secret to my next comeback. Plus, a few updates: future FKTs, Javelina Jundrid plans, and why the Janji kit I wore for 2,200 miles is headed for shrine status.
Chapters
00:00 Introduction to the Chicago Marathon
05:52 Post-Marathon Reflections and Body Changes
11:40 Future Plans and Rebuilding Phase
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
It’s a full plate this week on The Free Outside Show. I’m diving into Terminus Season—that bittersweet time when thru-hikers take the photo, post it, and wonder what’s next. Then we get into Trail TMZ, where a defamation lawsuit is brewing, and I try not to get sued for talking about it.
From there, we climb the philosophical peaks of Richard Feynman, Christopher McCandless, and Killian Jornet, somehow connecting it all back to neuromas, the UTMB money machine, and why you should just do the thing—even if nobody understands it.
There’s science (a running study that might change how you train), there’s gossip (Wikipedia wars are back), and there’s reflection (because post-trail life is weird).
As always—stay mid-America, stay elite, and remember: nothing matters, but also everything does.
support our sponsors:
CSinstant.coffee
janji.com
garagegrowngear.com
Chapters
00:00 Observations on Social Interactions
02:36 Navigating Post-Adventure Challenges
05:44 The Dynamics of Ultra Running Events
08:29 Understanding Terminus Season and Post-Trail Transition
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
Fresh off my self-supported AT record, I sit down with 2013 AT self-supported FKT holder Matt Kirk to talk about the weird gravity of post-trail depression, the long arc of the record from Ward Leonard to Stringbean to Tara, and where the line is with tech, tracking, and “help” on a self-supported effort. We dig into calories gone wrong (why 3,500/day failed), Shenandoah as a quiet crux, trail magic ethics, and why simplicity might be the best rule we have left. Matt shares the origin story of SCAR, naming it, and—plot twist—how he met his wife on the AT. I share some nuts and bolts from my run (18 mail drops, ~12 power banks, and way too much battery anxiety), and we both argue for screen-free campfire vibes and keeping the culture alive while the times keep dropping.
If you’re into FKTs, thru-hiking history, or just need a blueprint for surviving the “now what?” after a big goal, this one’s for you.
Check out Matt Kirk online:
His Blog: https://matthewkirk.blogspot.com/
His Youtube: https://www.youtube.com/channel/UCXrGFci8u_goKfnP8PqkaLA
Donate to the Trevor Project: https://give.thetrevorproject.org/fundraiser/6530749
Chapters
00:00 Post-Hike Transition and Emotional Challenges
02:40 Caloric Miscalculations and Preparation for FKT
05:31 Evolution of FKT Records and Technological Advances
08:21 The Impact of Previous Record Holders
10:48 Guidelines for Self-Supported Hiking
13:28 Documenting the Journey: Technology and Tracking
16:21 The Balance of Simplicity and Validation in Records
19:02 Reflections on the Future of FKT Attempts
27:13 Navigating Resupply Challenges
32:58 Mental Strategies for Endurance
37:13 The Importance of Reflection
41:06 Journey into Ultrarunning and FKTs
51:09 The Cost of Technology in Hiking
54:15 Navigating Technology and Safety on the Trail
56:42 The Impact of Technology on Hiking Culture
01:00:18 The Balance of Trail Magic and Self-Sufficiency
01:05:01 Personal Stories: Meeting on the Trail
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
Ten days off the Appalachian Trail and I’m deep in the post-trail fog—so I’m doing what any reasonable human would: grading my own record attempt. In this episode I hand out a full report card on the AT self-supported FKT—physical execution, sleep, injuries, nutrition (hello 1,000-cal drink mix), logistics (RIP Shenandoah resupply), mental game, weather, terrain, and storytelling—then tally the GPA. I riff on why drone shots aren’t a story, share some Mammoth 200 takes, and explain how two left shoes, a missing electronics bag, and shoe-toe peekaboo somehow still add up to a record. We hit night hiking tactics, the “toughness groove,” and field a few listener questions. Also: a quick bit on why it’s “Appalachia,” not “Appa-lay-sha.”
If this episode resonated, consider donating to The Trevor Project (link below)—they provide life-saving support and resources.
Donate to the Trevor Project: https://give.thetrevorproject.org/fundraiser/6530749
Sponsors that kept me moving: Janji (Snappy Trekker shirt & 5" AFO Ultra shorts), ReadyWise (my breakfast scramble), CS Instant Coffee (trail rocket fuel), and Garage Grown Gear (where cottage dreams live). Subscribe, drop a review, and tell one friend who thinks a “fun run” is 214 miles. Stay mid, America—and stay elite, my friends.
Chapters
00:00 Post-Trail Reflections and Celebrity Shoutouts
02:34 The Popularity of 200-Mile Races
05:45 The Appalachian Trail Experience
08:22 Report Card on the Appalachian Trail FKT
10:57 Nutrition Strategies for Endurance
17:35 Mental and Emotional Resilience During the Hike
23:00 Personal Reflections and Motivation
23:57 Logistics and Gear Choices
25:41 Resupply Challenges and Navigation
28:17 Environmental Adaptation and Terrain Management
30:30 Community Engagement and Storytelling
32:21 Self-Assessment and Future Aspirations
32:48 Audience Questions and Insights
44:41 Closing Thoughts and Call to Action
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
Eight days after setting the Appalachian Trail self-supported FKT, I sit down with my girlfriend, Allison Powell, for the most comprehensive post-mortem yet. We unpack the messy middle: inReach texts that read like hieroglyphics, a resupply box that vanished in Shenandoah, two left shoes (and a toe popping through the right one), a broken pole in New York, rain that no radar would admit, and the late-race sit-and-kick that finally stuck. We talk about the A-T(eam) group thread with John (yes, the Mexico engagement guy), what it’s like supporting a record you’re not allowed to “help” on, the pre-race spreadsheet rabbit hole, asking strangers for walnuts, hallucinating Slenderman, and touching the Springer sign before pizza and sleep. It’s grit, humor, and the playbook for turning “one in a billion” into done. Stay elite, my friends.
Follow Allison online: https://www.instagram.com/allisonhpowell/
Support the Trevor Project: https://give.thetrevorproject.org/fundraiser/6530749?
Chapters
00:00 Introduction to the Appalachian Trail Record
02:34 Qualities That Lead to Success
05:14 Challenges Faced on the Trail
08:23 Mental Strategies and Tools for Endurance
11:04 Resupply Challenges and Community Support
13:47 Emotional Highs and Lows During the Journey
16:59 The Role of Support Systems
19:38 Social Media and Public Engagement
22:38 Preparation and Planning for the Record
25:35 The Final Push to the Finish Line
28:31 Reflections on the Experience
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
After 2,200 miles, 45 days, and more duct-taped shoes than I care to admit, I finally set the self-supported Appalachian Trail FKT. In this episode, Allison Mercer and I dive into the full story—why I went back to the AT, how it nearly broke me (again), and what it takes to push through when your body is screaming “stop” but you’ve still got 80 miles to cover.
Consider supporting the Trevor Project: https://give.thetrevorproject.org/fundraiser/6530749?
We talk about the shoe disaster (two left shoes, then two right shoes), sleepless nights, eerie solo miles, and the weird little things that kept me going—like listening to Pirates vs. Marlins baseball games at midnight in the green tunnel. We get into the strategy of easing into the miles, then ratcheting up the effort until there’s nothing left to give.
Buy a hoodie and support the Trevor Project: https://www.bonfire.com/fastest-known-tiger/
This wasn’t just about me or a number on a spreadsheet. Thanks to thousands of people, we raised over $30,000 for The Trevor Project, proving that adventure can be about something much bigger than one person chasing a record.
It’s the whole journey—why I started, how I finished, and what it means when the trail teaches you more than you ever expected.
Follow Allison online: https://www.instagram.com/onewomandanceparty
Chapters
00:00 Introduction and First Impressions
02:50 The Journey of the Appalachian Trail
06:08 Motivation Behind the FKT Attempt
08:54 Preparation and Training for the FKT
11:46 Challenges Faced on the Trail
15:03 Social Interactions and Trail Community
17:51 Mental Strategies for Endurance
21:05 Tracking Progress and Staying Motivated
23:49 The Significance of Self-Supported Records
27:05 Gear and Supplies Management
29:56 Communication and Updates During the FKT
32:50 Fundraising for the Trevor Project
35:43 Recognition of Fellow Hikers
39:01 Conclusion and Future Plans
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
While I’m out chasing a self-supported FKT on the Appalachian Trail, we’re throwing it back to one of the weirdest solo episodes yet.
This one’s all about hallucinations—those sleep-deprived visions that show up when the miles get long and the sleep gets short. I break down my top five all-time hallucinations from FKTs and multi-day races like Nolan’s 14, Cocodona, the Arizona Trail, and the Colorado Trail.
Chapters
00:00 Introduction and Context of the Podcast
02:11 Hallucinations from Sleep Deprivation
07:22 First Hallucination: The Safari Guy
11:59 Second Hallucination: Witches in the Woods
19:32 Third Hallucination: The Robot in the Cliff
23:13 Fourth Hallucination: Black Bears and Stumps
27:17 Conclusion and Future Plans
You’ll meet:
The Safari Man who’s been following me for years
Witches in the forest waiting to sweep me up
A three-story robot stuck in a rock wall
A pirate ship in the desert for some reason
And chicken feet sprouting from the Earth
We also touch on why hallucinations happen, what triggers them, and how I’m turning them into AI-generated images—because if I have to see these things, so do you.
Sponsors:
Janji • Garage Grown Gear • CS Coffee • Mount to Coast
Support the Appalachian Trail FKT attempt + the show: Patreon.com/freeoutside
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
In this soul-spilling solo episode, I get honest from a borrowed cabin (and even more borrowed fishing hat) about why I gave up my home, comforts, and stability to chase a 40+ day goal on the Appalachian Trail. This isn’t just about trying to set an FKT—this is about redefining why we go after anything in life. I break down what it means to pursue something uncertain, unplug from the chaos, and find the rawest form of purpose in a world drowning in notifications, optics, and comparison traps.
From unexpected homelessness to deep reflections on fear, failure, self-worth, and the primal joy of moving through wild places, this episode is a deep dive into what motivates me—and maybe what can motivate you too. No pretense. No performance. Just truth, vulnerability, and a reminder that trying is enough.
Plus: gear talk, sponsor love, and why I might be cramping somewhere on the AT as you listen.
Brought to you by:
Janji. (wearing the AFO Ultra Shorts right now)
Garage Grown Gear
CS Instant Coffee
Chapters
00:00 Introduction and Personal Journey
03:14 The Importance of Defining Your Why
06:05 Embracing the Challenge of the Appalachian Trail
08:49 Finding Pride in Personal Goals
12:08 Overcoming Fear and Embracing the Unknown
Support the show: patreon.com/freeoutside
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
In this episode of the Free Outside Podcast, I replay one of my all-time favorite convos — a sit-down with Tara Dower, who absolutely crushed the supported Appalachian Trail FKT and somehow lived to tell the tale (barely).
Consider supporting The Trevor Project https://give.thetrevorproject.org/JeffAT
We talk about everything from post-trail depression to how it feels when your crew spoon-feeds you every meal for 40 days straight. Tara breaks down the power of delegation, what it’s like to lose all decision-making autonomy, and how a dog bite during a panic attack marked the low point of her hiking career (and also maybe the turning point).
She also shares how pacing Kyle Curtin on the Colorado Trail helped her build her own FKT strategy, why her crew was the real MVP, and how she managed to crush Hardrock 100 just weeks before starting her AT attempt.
This isn’t just a recap of a record — it’s an honest look at fear, failure, mental health, and the grind it takes to do something massive. Plus, Tara drops her next FKT plans and talks about the weird joy of vlogging in a blizzard.
If you're curious about how to plan for an FKT this big — or just want to hear two sleep-deprived trail nerds bond over anxiety and peanut butter — you’ll love this one.
Sponsored by:
Janji – Use code FREEOUTSIDE for a discount
Garage Grown Gear – Ultralight dreamland
CS Coffee – My trail coffee of choice
Mount to coast – Big things brewing
Ultraspire - A cool pack is on the way
Chapters
00:00 Introduction to Tara Dower's Achievements
07:52 The Journey to the Appalachian Trail FKT
13:47 Lessons from Failure: The 2017 Attempt
20:03 The Importance of Crew Dynamics
26:12 Planning for the FKT: The Trail Bible
32:32 Looking Ahead: Future Plans and Goals
41:44 The Evolution of FKT Training
49:55 The Role of Social Media in Outdoor Experiences
58:26 Mindset for Tackling Big Challenges
01:03:46 Interview with Tara Dower: FKT on the Appalachian Trail
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
What does it take to go after one of the hardest endurance records in the world?
In this episode of The Free Outside Show, I'm breaking down my entire strategy for a self-supported Fastest Known Time (FKT) attempt on the Appalachian Trail—southbound. I’m going after Joe “Stringbean” McConaughy’s record of 45 days and change, but flipping the direction: Maine to Georgia. I explain why I’m starting with the hardest 400 miles, how I’m planning for early setbacks, and why “survive and advance” is my north star.
We get into:
My exact resupply strategy (bonus miles and all)
Psychological tactics for surviving 6+ weeks solo
Lessons from my training camp in the White Mountains
Gear and clothing decisions, including what didn’t make the cut
How I almost drowned in 2016 and why I’m still afraid of rivers
How I’m keeping the pack light, calories high, and mental state stable
This episode is half blueprint, half therapy, and all-in on the Appalachian Trail FKT dream.
Brought to you by:
Janji – Use code "freeoutside" at checkout
Garage Grown Gear – The small brands that crush big adventures
CS Instant Coffee – Because cold mornings don’t wait
Support the journey: patreon.com/freeoutside
Chapters
00:00 Introduction to the Appalachian Trail Record Attempt
02:52 Navigating the Challenges of the Trail
05:46 Mental Strategies for Endurance
08:59 Resupply Strategies and Nutrition
12:14 Psychological Wins on the Trail
15:06 Training and Preparation Insights
17:51 Gear and Efficiency Considerations
21:03 Final Thoughts and Itinerary Overview
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
Today on the Free Outside Podcast, I’m joined by world record-holding ultra legend and Wisconsin's third-best export (according to me), Zach Bitter. We dive into everything from the logistics of setting a 100-mile world record to the absurdity of explaining our jobs to boomers ("I'm an influencer" = conversation over). Zach explains the appeal of fixed-time races, what he'd do differently in his record run (spoiler: shoes, fuel, and maybe a time machine), and whether doping is as prevalent in ultrarunning as EPO-fueled Reddit threads make it seem.
We also go deep on the evolution of the sport—tech, talent development, brand dynamics, super shoes, sock science, and what the heck the future might look like if Nike and cooling towels keep having a baby. Zach even dishes on why he stepped away from a long-term brand partnership and how he’s finding freedom—and a better shoe rotation—on his own.
Find Zach online:
https://zachbitter.com/
https://www.instagram.com/zachbitter
https://zachbitter.com/hpo
Chapters
00:00 Introduction to Zach Bitter and His Achievements
03:04 The Importance of Fixed Time Races
05:57 Zach's World Record Experience
08:51 The Evolution of Ultra Running Technology
12:08 The Challenges of Record Keeping in Ultra Running
15:00 Doping in Ultra Running: A Complex Issue
18:07 The Future of Ultra Running and Accessibility
21:03 The Role of Coaching and Development in Running
23:55 Cultural Shifts in Ultra Running
27:05 Conclusion and Final Thoughts
38:16 The Future of Talent Development in Ultra Running
41:39 Brand Building and Athlete Sponsorship Dynamics
44:45 The Evolution of Trail Running Sponsorships
47:58 Nike's Strategic Interest in Trail Running
51:16 The Role of Athlete Managers in Brand Partnerships
55:47 Exploring Authenticity in Product Reviews
01:01:11 Innovations in Running Technology and Future Trends
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
In this gear-packed episode of The Free Outside Show, I break down everything I’m bringing to attempt the self-supported Appalachian Trail FKT. From a tarp that bugs will laugh at to a bandana that’s doing its best to tame my untamable hair, I go through every single piece of gear—24 items total—and why each one made the cut. I also test the limits of how many sponsor plugs I can fit into a single monologue (spoiler: a lot). Whether you're into ultralight setups, curious about thru-hiking gear, or just want to hear someone spiral into gear-induced madness, this one’s for you.
Sponsored by: Janji, Garage Grown Gear, and CS Instant Coffee.
PS: While you're listening, I’ll be deep in the woods with lots of pairs of shoes, questionable hygiene, and a billion ticks. So leave a review. It’s the least you can do
Chapters
00:00 Introduction to the Appalachian Trail Record Attempt
02:50 Essential Gear for the Journey
06:10 Shelter and Sleeping Arrangements
07:51 Clothing Choices and Comfort
10:42 Technology and Safety Gear
13:56 Final Thoughts and Support
19:54 Conclusion and Call to Action
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