Best Overland Tips Podcasts (2026)

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America250, AI Illusions & Tough Conversations | w/ Josiah (Journal of Lost Time) 2:47:32

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3h ago2:47:32

2:47:32

🎙️ We just wrapped a wide-ranging conversation to kick off January 1, 2026 — the beginning of America’s 250th anniversary year 🇺🇸 — joined by special guest Josiah from The Journal of Lost Time. This episode moves from light cultural questions to some of the toughest topics shaping politics, media, technology, and society right now. We discuss: 🗽 Ne…

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Why Don't We Record At Trailheads? | Unfiltered | Ep 131 31:16

15h ago31:16

31:16

JD is joined by Keenan (Overlanding with Intention), Calvin (SRG Offroad), and Fran Adler (Fran's JK Adventures) for a laid-back final check-in with the crew for the year. The crew trades travel plans (SEMA, Overland Expo, and next year’s Trail Hero), talks about making The Trailhead more mobile, and then slides into the real holiday tradition: dia…

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Winch Failed On Day One | THX Series | Ep 130 2:04:43

4h ago2:04:43

2:04:43

This episode kicks off a new series focused on Trail Hero Expeditions, with JD sitting down for one-on-one conversations with members of the cast—starting with Keenan Campbell. Keenan shares what the Expedition felt like from the driver’s seat: building a purpose-driven overland-style Jeep, the real-world headaches that don’t care about camera time…

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New to Overlanding? Here's Where to Start for 2026! 17:51

4d ago17:51

17:51

If you’re new to overlanding and feeling overwhelmed by all the rigs, gear, and opinions online, this episode is for you. I’m breaking down where to actually start with overlanding in 2026 — what matters, what doesn’t, and how to avoid wasting money on things you don’t need yet. Overlanding has changed a lot over the past few years, but the fundame…

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TRUKD’s Philosophy: Talk to Your People | Waypoints | Ep 129 1:25:37

14d ago1:25:37

1:25:37

JD sits down with Ben Azam, founder of TRUKD, to talk through how a personal need for a cleaner camp setup turned into a Pittsburgh-built, modular truck bed rack system. They get into real-world fitment quirks (tonneau covers, different bed shapes, and why nothing is truly “standard”), materials and finish choices (stainless vs. aluminum, powder co…

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Trump Says He Saved the Economy, Blue States Block Tip Relief — Plus Remembering Rob Reiner 1:03:21

7d ago1:03:21

1:03:21

In this episode, we break down President Trump’s claim that he “saved the economy” and pulled the country back from the brink of an affordability crisis. We dig into what the numbers show, why the messaging is shifting, and how Blue States refusing to adopt Trump’s “No Tax on Tips & Overtime” is directly impacting overlanders, nomads, retirees, van…

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SpaceX Breaks Records, $250 National Park Pass Announced, FIFA Under Ethics Fire 57:46

14d ago57:46

57:46

SpaceX just hit a historic milestone—3,000 Starlink satellites launched in a single year, marking one of the most aggressive expansion years in aerospace history. We break down what this means for global connectivity, launch cadence, and the company’s push toward its massive 2026 IPO plans. We also dig into the National Park Service’s newly announc…

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The Best Overlanding Gifts of 2025 - From Stocking Stuffers to Roof Top Tents 25:18

20d ago25:18

25:18

In this week's episode, I’m breaking down The Best Overlanding Gifts of 2025 — from stocking stuffers all the way up to full-on rooftop tents. Whether you’re shopping for an overlander in your life or you are the overlander trying to send “accidental” links to your family… this list has something for every budget and every style of adventure. I’ve …

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Is AI Buying Goodwill? OpenAI’s $40M Push & the Pentagon’s Second Strike Admission 1:07:01

24d ago1:07:01

1:07:01

OpenAI announces $40 million in nonprofit grants as part of its expanding AI safety and resilience initiative — while the Pentagon admits survivors were killed in a second U.S. military strike, triggering fresh legal and ethical scrutiny over American battlefield decision-making. In this episode, we break down what the money from OpenAI is really f…

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We Get To The Voicemails... Eventually | Unfiltered | Ep 128 1:27:05

25d ago1:27:05

1:27:05

This one’s straight from the garage: quick rig and life updates up top (the lights crushed it, it wasn’t the power-steering pump, and yes—we aired those tires way down on purpose). We traded a little friendly grief about beadlocks and link setups, then hit a short news run with gear worth watching, event notes, and a couple access items you’ll actu…

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Essential Overlanding Maintenance: What I Do After Every Trip (Rig and Gear Tips Between Trips) 19:41

1M ago19:41

19:41

After every overlanding trip, I follow a simple but super effective routine to make sure my rig and gear are ready for the next adventure. In this video, I’m walking you through my exact post-trip maintenance process—what I check, what I clean, what I repair, and how I keep everything organized so I’m never scrambling the night before a trip. I’ll …

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She's Seen A Lot, But That Freaked Her Out | Unfiltered | Ep 127 1:24:00

1M ago1:24:00

1:24:00

JD and the crew are back to catch-up with show regulars Bryan (Beatrice JKU), Nathan (Mudhorn Gladiator) Calvin Pulda of SRG Offroad, Joe the Mechanic, and Fran Adler from Fran’s JL Adventures. The crew swaps SEMA takeaways, winter wheeling plans, and East-vs-West trail talk—from Moab and Sand Hollow to AOAA and the Ben Franklin Range—sprinkled wit…

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Baja 1000 Recap, Bear Attacks, Elon’s Power Moves & Trump’s Saudi Storm 1:20:39

1M ago1:20:39

1:20:39

This episode covers the Baja 1000 race, record bear attacks in Japan, Elon Musk’s Starlink expansion and $1 trillion pay package fight, and new scrutiny of Donald Trump’s Saudi business ties and Epstein-related fallout. We begin with an exclusive Baja 1000 recap from Mike and the Baja Goats Racing Team — behind-the-scenes insights into one of the w…

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🏁 Racing for a Cause: Baja Goats Take on the 58th SCORE Baja 1000 1:00:30

2M ago1:00:30

1:00:30

In this episode of the Random Waypoints Podcast, Phil and Mike sit down with Alma and David Winkel, founders of Baja Goats Racing, who are gearing up for the legendary 58th SCORE Baja 1000 — and they’ve invited co-host Mike from Drive the Globe to join their racing team! Unlike most teams chasing fame or factory backing, the Baja Goats are racing w…

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All the Mods on My Overlanding Nissan Frontier + Why I Chose Each One 23:35

2M ago23:35

23:35

In this video, I’m breaking down the mods I’ve made to my 2023 Nissan Frontier for overlanding—and more importantly, why I chose each one. From suspension and armor to lighting, and camping upgrades, I’ll walk you through what’s worked for me, what I might change, and how each mod fits into the way I actually use my truck out on the trail. Whether …

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Zohran Mamdani’s NYC Shockwave | Musk’s $1 Trillion Payday | Supreme Court Pushes Back on Tariffs 1:01:12

2M ago1:01:12

1:01:12

This week on Random Waypoints, Phil and Mike break down the three biggest stories shaking politics, business, and the courts — Zohran Mamdani’s historic NYC victory, Elon Musk’s trillion-dollar pay drama, and the Supreme Court’s pushback on presidential tariff power. Plus, major updates from Baja to the FAA. Buckle up! 🚙💨 📌 Co-host Michael Ladden j…

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The Reality of Working & Guiding at Trail Hero 2025 | Unfiltered | E124 58:30

2M ago58:30

58:30

JD is joined by Keenan Campbell, Nathan the unpaid intern aka MudhornGladiator, and Calvin from SRG Offroad for a post–Trail Hero debrief that’s equal parts laughter, trail tales, and behind-the-scenes insight. The crew swaps stories from Sand Mountain—including wild moments on East Rim, Double Sammy, and Triple 7s—and revisits highlights from Trai…

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We Had To Call Matt's Offroad Recovery | Unfiltered | E123 1:36:08

2M ago1:36:08

1:36:08

In this reflective episode of The Trailhead, JD and the crew address “The Incident,” an unexpected Jeep accident that tested everyone’s focus, teamwork, and community spirit. They open up about what happened, how they responded, and the outpouring of support that followed from fellow off-roaders. The team talks about how the Jeep was ultimately rec…

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🎙️ NBA Betting Scandal & Food Stamp Fallout: AI Mistakes Teen’s Doritos for a Gun Amid Shutdown Chaos 1:00:34

2M ago1:00:34

1:00:34

Description: From AI gone wrong to a government gone broke — this week’s episode dives deep into America’s latest chaos. 🧠 Topics Covered: 🤖 AI system mistakes a teen’s Doritos bag for a gun, sparking outrage and fear over school surveillance. 🏀 The NBA betting scandal — isolated cheating or a bigger problem in pro sports? 💸 Food stamp fallout from…

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How Not to Camp: My Funniest Overlanding Stories 20:08

2M ago20:08

20:08

We’ve all had those camping trips that didn’t exactly go according to plan — and I’ve definitely had my fair share! In this video, I’m sharing some of my funniest (and most ridiculous) overlanding and camping stories — from gear fails to campsite disasters and everything in between. Whether you’re new to overlanding or a seasoned camper, you’ll pro…

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💎🏰 Trump’s $300 Million White House Ballroom, The Louvre Heist & The TikTok Streamer Shot in L.A. 🚨🇺🇸🎥 1:19:51

2M ago1:19:51

1:19:51

In this episode, Phil and Mike break down three major stories dominating the headlines — Trump’s controversial $300 million White House ballroom project that has Washington in an uproar, a daring jewel heist at the Louvre Museum that feels straight out of a movie, and a shocking ICE raid in Los Angeles where a TikTok streamer and a federal officer …

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"I almost had heatstroke twice on day one." | Expeditions Series | E122 1:02:38

2M ago1:02:38

1:02:38

This episode is a recap of and marks the show’s first major adventure — a five-day overland journey spanning Utah, Arizona, and Nevada following the recording of Trail Hero: Expeditions, a new offroad reality show. The crew reflects on what it took to pull off such a massive expedition from cast to crew, from long travel days and desert heat to the…

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Trump’s Peace Legacy vs Obama’s Promise | The Deal That Redefined History ✌️🇺🇸 55:14

2M ago55:14

55:14

In this episode of Random Waypoints, Phil and Mike break down one of the biggest contrasts in modern U.S. history — Donald Trump’s Mideast peace deal vs. Barack Obama’s foreign policy legacy. While Obama inspired with words, Trump delivered with results — and even Democrats are now calling his agreement “the deal of a lifetime.” From diplomacy to r…

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He Shot an Off-Road Reality Show in 5 Days! | Expeditions Series | E121 1:08:29

3M ago1:08:29

1:08:29

JD sits down with Rich Klein—founder of Trail Hero and mind behind the brand-new Trail Hero Expeditions reality series—for an inside look at the 570-mile, five-day overlanding challenge that zig-zagged through Arizona, Nevada, and Utah and is airing on Speed Sport 1. From jaw-dropping sunsets above Zion National Park and the Grand Canyon rim to cam…

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How I Pack for Overlanding Trips (With My Best Tips and Things to Consider!) 20:07

3M ago20:07

20:07

Packing for an overlanding trip can be one of the most satisfying parts of the adventure—or one of the most frustrating if you don’t have a system. In this video, I’m walking you through exactly how I pack for my overlanding trips, from organizing gear to saving space and keeping everything easy to find once I’m out on the trail. I’ll share the pac…

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Calling Every Off-Roader That Loves Moab | Waypoints #120 49:53

3M ago49:53

49:53

JD sits down with Loren Campbell of the Utah Public Lands Alliance (UPLA) to talk about Moab trail reopenings. They break down the Bureau of Land Management’s (BLM) new Travel Management reconsideration and explain how off-roaders can submit effective comments about getting back in the 317 miles of Moab we lost. The pair also cover the proposed Out…

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Taylor Swift, Bad Bunny, Trump & the Supreme Court — This Week’s Big Stories 🎤⚖️ 1:21:59

3M ago1:21:59

1:21:59

💃 Taylor Swift’s The Life of a Showgirl is already dominating the charts. 🎤 Bad Bunny grabs the spotlight at the Super Bowl halftime show. 🏆 Trump makes headlines with a Nobel Peace Prize nomination. ⚖️ The Supreme Court gears up for pivotal cases. 🎙️ Katie Porter’s heated interview stirs debate. 🔥 Breaking: Letitia James indicted by the DOJ. We co…

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Roof Top Tents Dead? Talon Sei thinks so, but he's wrong. 8:32

3M ago8:32

8:32

Does Talon Sei have a point when he says rooftop tents are dead? In this episode I roast the claim, dig into the rise of hammock racks, and unpack whether rooftop tents are really on their last leg — plus the brutal drama around 4×4 Colorado tents (some folks say they never got theirs).We cover:• Why Talon is stirring the pot — and where he’s overs…

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Everyone’s Been Asking… Here’s What REALLY Happened at the Big Iron Overland Rally 13:13

3M ago13:13

13:13

I’ve had a lot of people asking what happened to me at the Big Iron Overland Rally this year… so here it is — the full story.This wasn’t just another hot weekend on the trail. It turned into a scary reminder that overlanding and extreme heat can push you to your limits — fast. I ended up in the hospital with 3 IV bags after what felt like a near-de…

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Talking Remotely with Tembotusk | LIVE from Overland Expo East (Arrington, VA) 1:12:41

3M ago1:12:41

1:12:41

Phil & Mike host a special remote edition of the Random Waypoints Podcast, talking with Jerry & Bryan from Tembotusk—LIVE from Overland Expo East in Arrington, Virginia 🎪🔥. We explore the story of Tembotusk and the legendary Skottle grill 🍳, how it became a camp cooking essential, and Jerry & Bryan’s take on the energy and highlights from Expo East…

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How to Get the Most Out of an Overland Expo (and Why It’s Not the Same as Overlanding) 17:16

3M ago17:16

17:16

If you’ve ever wondered what an Overland Expo is all about—or if you’re planning to attend your first one—this episode is for you. I break down exactly what happens at these events, why they’re so popular, and how you can get the most out of the experience. From classes and vendors to rigs and community, I’ll share my tips for navigating the expo w…

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Free Speech, UFOs & Booby-Trap Threats?! | Random Waypoints Podcast 1:27:50

3M ago1:27:50

1:27:50

From Jimmy Kimmel’s “apology” 🎭 to UFOs deflecting Hellfire missiles 👽💥… to Google admitting Biden-era censorship 📰, ICE shootings 🔫, and even shocking booby-trapped crime scenes 💣. We also cover Venezuela’s military pact with Russia 🇻🇪🇷🇺, China’s quiet rise 🌏, and how the U.S. Constitution 📜 continues to shape America’s political battles. ⏱️ Times…

5M ago1:56:52

1:56:52

News, beaters, and brutal lessons—with details you can use. We hit the week’s biggest off‑road stories (Stellantis earnings pain, ongoing 4xe overheating chatter, and Banks’ Cummins grid‑heater fix), then stack an under‑$5K beater build list with real‑world pros/cons: axle strength, IFS vs. solid‑axle tradeoffs, gearing, cooling, parts costs, and w…