
Outskirts Overland Podcast
Welcome to the Outskirts Overland Podcast, your go-to source for all things overlanding! Hosted by a seasoned adventurer with over 15 years of experience, this podcast offers a genuine and down-to-earth exploration of the overlanding lifestyle. Whether you're a seasoned traveler or just starting out, join us as we delve into the essentials of gear and equipment, share captivating stories from the road, and provide practical tips for your next adventure. Tune in for insightful interviews, expert advice, and a community of like-minded explorers who share a passion for discovering the world beyond the beaten path. Get ready to fuel your wanderlust and embark on unforgettable journeys with the Outskirts Overland Podcast!
Episodes
84 episodes
I'm Taking a Break
The unexpected weight of words. That's what today's raw, unscripted episode confronts as I find myself at a crossroads with Outskirts Overland. What started as a straightforward platform to discuss overlanding without commercial influence has g...
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21:11

Rain, Mud, and Recovery: Real Overlanding Lessons from a Family Campout
Ever found yourself in a muddy mess with no way out? The latest adventure of Outskirts Overland takes you straight into the chaotic heart of a corporate camping trip gone soggy. When relentless rain transformed a lakeside campground into a mud ...
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46:47

Trail Mix for the Soul: Real Talk on Community
What happens when a thriving community begins to lose its soul? In this heartfelt reflection, we journey back to the early days of vehicle-based adventure, before hashtags and affiliate links dominated the landscape. I share the transformative ...
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45:44

The Rain-Ready Overland Arsenal
Ever found yourself caught in a downpour with inadequate gear, watching helplessly as water finds its way into every corner of your camp setup? Today's episode tackles the complete arsenal of strategies for conquering wet weather in the overlan...
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30:19

Finding Inspiration When the Trendy Wave Crashes
Something significant is happening in the adventure travel content space. We're witnessing what appears to be the first major transition in overlanding social media since the massive boom of 2020-2021, and it's creating a strange new landscape ...
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44:12

Balancing Parenting, Camping, and the Unexpected: A Glimpse Into an Overlander's Life
Dive into the refreshingly honest reality of balancing outdoor adventures with family life in this candid episode that captures the beautiful chaos behind the Instagram-perfect overlanding photos.Ever tried to negotiate sleeping arrange...
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24:26

Why I'm thrilled about an event that combines wheeling, lazy rivers, and splash pads
Ever wondered what would happen if someone combined a serious overland event with a family resort vacation? That's exactly what we're exploring today as I share my excitement about Overland of America – a revolutionary approach to overlanding e...
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18:23

Breaking Down Vehicle Care: The Importance of Regular Maintenance
Maintenance isn't just a recommendation—it's a survival strategy when you're miles from civilization with no backup plan. Today we dive deep into the often-overlooked but absolutely critical world of proper vehicle and equipment care for those ...
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27:18

Unfiltered Adventure Talk
Ever had that moment when your favorite camping gear starts to let you down? After a year with my rooftop tent, the once-comfortable mattress began causing back pain by day three of every trip. Rather than shell out thousands for a completely n...
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50:02

Growing Pains: The Reality of Podcasting
Ever wonder what it takes to run a daily overland podcast? In this candid episode, Charlie pulls back the curtain on the journey of building Outskirts Overland while juggling family life, education, and career commitments.Breaking excit...
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21:35

Conquering Connectivity & The Best Seasons for Overlanding
Ever had that frustrating moment when you're miles from nowhere and your call drops right as your kid is sharing their exciting news? That's exactly why connectivity solutions like WeBoost have become game-changers for the modern overlander.
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35:05

Wondering Where Overlanding Is Headed in Today's Market
The overlanding landscape is shifting beneath our feet. After years of explosive growth, vehicle-based adventure travel appears to be evolving into something different - but what exactly? I've noticed Instagram becoming the primary...
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13:36

Pre-Cooling Your Camping Fridge: The Unknown tip
Ever faced the frustrating discovery of completely frozen food in your camping fridge? That's exactly what happened to a friend recently—and it's a common problem with an easy solution. In this rambling road chat, I share the essential practice...
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13:00

Why Most People Quit Overlanding After Just Two Years
Have you ever wondered why so many people exit the overlanding community after just a couple of years? Despite the explosion of overlanding content on social media and the apparent accessibility of the hobby, most enthusiasts quietly disappear ...
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35:00

Why I Always Wash My Truck After Hitting the Trails
Have you ever considered that cleaning your overlanding rig after an adventure might be just as important as checking your oil or tire pressure? After returning from a muddy trail run with multiple water crossings, I noticed my truck giving me ...
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21:34

Unleashing Your Gear: Daily Uses for Overland Equipment
Have you ever considered how much more value you could squeeze from your overland investment? In this enlightening episode, Charlie from Outskirts Overland breaks down the unexpected ways your adventure gear can transform everyday life, making ...
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23:18

Surviving Water Crossings and Finding Solitude: My Weekend in the Arkansas Wilderness
Ever had that moment when your fully equipped off-road rig sinks deeper into mud precisely because of those fancy new lockers? Charlie from Outskirts Overland shares his recent adventure through the Ozarks where exactly that happened – water fl...
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23:15

Unplanned Adventures: Finding Your Path in Overlanding
Ever wondered how seasoned overlanders approach adventure planning? Charlie from Outskirts Overland takes us on a refreshingly honest journey through his approach to weekend trips: "My girlfriend's like 'where are we going?' I don't know... sou...
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18:51

Unfiltered Overlanding: When Gear Breaks Down
"Thank you, hey guys, and welcome to Outskirts Overland!" Charlie begins this raw, unfiltered episode with an apology about previous audio issues before diving into the reality of overlanding gear durability.Forget carefully sanitized g...
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39:45

Why I'm Sticking to Pure Overlanding When Others Are Branching Out
Buckle up for a candid conversation about the evolving landscape of overlanding as we navigate what appears to be a pivotal transition year for the community. After taking a brief mental health break (yes, even podcast hosts need those occasion...
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35:55

Winching a Lawnmower Out is Just Part of My Overlanding Journey
Ever had to winch your lawnmower out of the mud with your overland-equipped truck? That's exactly where today's adventure begins as Charlie shares the hilarious irony of using recovery gear right in his own backyard. The resulting mud stripes a...
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16:25

Overlanding trends and Insights in 2025
Ever wondered if your everyday Subaru could be an overlanding vehicle? You're not alone. In this authentic conversation, I dive into the surprising absence of compact SUVs at major events like Overland Expo, despite their practical advantages f...
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31:27

Why I Spent 18 Hours Airing Up and Down My Truck and What I Learned
Unpacking the revolutionary gear that's actually worth your hard-earned money! After an intensive weekend at the Moore Expo with Midwest Adventure Outfitters, I discovered a tire inflation system that genuinely changes the overlanding experienc...
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21:32

Moore Expo Adventures: Connecting with First-Time Overlanders
Fresh off a whirlwind weekend at Moore Expo, this episode dives into the fascinating world of overlanding community-building and the stark contrast between experienced enthusiasts and wide-eyed newcomers. The newly re-geared truck performed bea...
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26:21
