Liberty Risk

Ep. 56 • Tim Speer • The Dark Side of Military Justice: From The Battlefield To The Brig 🔱⚖️🏴

Liberty Risk

Show Notes

On this episode of the Liberty Risk Podcast, Tim Speer is back - and this time we go way past how he got to the Teams. If you heard his first episode (way back on number 6!), you already know the origin story. High school chaos, figuring it out the hard way, and forcing his way into the SEAL pipeline when the odds said otherwise. This one picks up after that. We get into Tim's time in BUD/S Class 288 and SEAL Team Five, deployments to Iraq during the height of ISIS, and what it was like operating in Mosul as the fight tightened block by block. The conversation dives into the realities of combat, the unpredictability of deployments, and the guys who didn't make it home. But where this episode really hits home is diving into everything that came after. Tim opens up about his connection to the Eddie Gallagher case, time spent inside the brig, and firsthand experience with the UCMJ - what it is, how it works, and how badly it can go sideways. Pretrial confinement, illegal command influence, and a system that doesn't play by the same rules as the civilian world. From there, it gets personal. We get into a toxic marriage that spiraled, the moment everything broke, and the decisions that led to Tim facing serious charges and a year behind bars. What it's like to go from operating overseas to sitting in a cell, and how fast everything you built can disappear. And then the rebuild. Tim talks through the custody battle for his kids, navigating the system that's stacked against you, and what it took to go from losing control of everything to becoming a full-time single father. The reality of showing up every day, breaking cycles, and figuring out who you are without the Teams. We also get into: Life inside the brig and the characters you meet along the way. The flaws in the military justice system and why so many guys get steamrolled by it. Post-military identity and the struggle to find direction after service. The mental shift from operator to father, and what actually matters when everything else is stripped away. Current work with veteran-focused projects and building something new outside the military. Same Liberty Risk format - long, raw, unfiltered, and exactly how these conversations happen when nothing's off limits. This one isn't about how you make it. It's about what happens when it all falls apart - and how you build it back anyway.

🏴‍☠️🏴‍☠️🏴‍☠️ Our Patreon page is LIVE! 🏴‍☠️🏴‍☠️🏴‍☠️ Here you can get exclusive access to the behind the scenes action, the hidden conversations between breaks, a private community chat, and LOTS more, including discounts on Liberty Risk merch as well as some of our partner brands. Come check it out and join the conversation! https://www.patreon.com/LibertyRisk

Get to know more about Tim at the links below! ✖️ Tim's Instagram - https://www.instagram.com/tim.g.speer ✖️ Veteran Ink - https://www.instagram.com/veteranink ✖️ Veteran Ink Website - https://veteranink.com

Liberty Risk Hosts: ✖️ Ryan Williams - https://www.instagram.com/invictus5326 ✖️ Kevin Kent - https://www.instagram.com/therealkevinkent ✖️ Nick Betts - https://www.instagram.com/n_betts

Liberty Risk Podcast Sponsored by: ✖️ Liberty Risk Merch - https://www.liberty-risk.com/collections/shop-all ✖️ Industry Threadworks (screen printing apparel) - https://www.industrythreadworks.com ✖️ Archive 3PL (fulfillment for E-com brands) - https://archive3pl.com ✖️ Krupto Strategic Media - https://kruptostrategicmedia.com ✖️ K-Squared Advising - https://www.k-squared.cc

More from Liberty Risk

Oct 15, 2026

🏴‍☠️ Want to hang LIVE with Kevin, Nick & Ryan? Join the Liberty Risk Patreon crew: https://www.patreon.com/cw/LibertyRisk Cody Hightower, better known as Platoon Daddy, is back with the Liberty Risk boys for Part 2 of our two-part episode, and this time we're getting into life beyond the Army, building a business from scratch, the realities of entrepreneurship, and the mental health struggles that don't always end when the uniform comes off. After 20 years in the U.S. Army, Cody is preparing to trade his platoon sergeant duties for full-time entrepreneurship. We get into how he launched Platoon Daddy during the COVID lockdowns, going from designing stickers on an iPad and celebrating five orders to building one of the more recognizable military humor and apparel brands. Of course, running a military-themed apparel company comes with its own special brand of bullshit. Cody shares stories of cease-and-desist letters from the Army, Marine Corps, Crye Precision, and even Philip Morris, along with the challenges of managing employees, fulfillment, trademarks, and the never-ending headaches of running a business. Ryan brings nearly two decades of apparel industry experience into the conversation as we dive into scaling brands, making expensive mistakes, keeping operations lean, and why sometimes the best business advice is to NOT quit your day job. We also get into some hard-earned lessons about money, taxes, SBA loans, and the realities of keeping a business alive when everything seems to be going sideways. The conversation takes a more serious turn as Cody opens up about his struggles with anxiety, PTSD, and traumatic brain injuries following years of military service. He shares his decision to pursue ibogaine treatment in Mexico, what led him down that path, and his hopes of eventually using the Platoon Daddy platform to help other veterans access alternative treatment options. From military retirement and building a recognizable brand to psychedelic treatments, business disasters, and the occasional completely inappropriate Army story, this episode covers a hell of a lot of ground. Plenty of laughs, some hard conversations, and a look at what happens when 20 years of military service comes to an end and an entirely new mission begins. This is Part 2 of our conversation with Cody Hightower. If you haven't watched Part 1, go check it out first! 🏴‍☠️🏴‍☠️🏴‍☠️ WANT TO GO DEEPER WITH LIBERTY RISK? Join the Liberty Risk Patreon Community for the stuff that doesn't make it into the episodes: behind-the-scenes footage, conversations between breaks, private community chats, merch & partner discounts, and plenty more. 🥃 Black Site members also get invited to our monthly Virtual Cigar Night where you can grab a drink, light one up, and hang LIVE on Zoom with Kevin, Nick & Ryan. No livestream. No audience. Real two-way conversations with the guys, other members of the LR crew, and occasionally a special guest or two. 🤫 If you enjoy the show and want to be more than just a viewer, come join the crew: 👉 https://www.patreon.com/cw/LibertyRisk

Oct 15, 2026

🏴‍☠️ Want to hang LIVE with Kevin, Nick & Ryan? Join the Liberty Risk Patreon crew: https://www.patreon.com/cw/LibertyRisk Cody Hightower, better known by his Instagram page Platoon Daddy, joins the Liberty Risk boys for Part 1 of a two-part episode covering his wild 20-year career in the U.S. Army, and the journey of what's next. From dropping out of college, partying his ass off, and working construction to enlisting in the infantry at the height of the Global War on Terror, Cody takes us through two decades of combat deployments, personal growth, life-changing experiences, and plenty of military shenanigans. We get into the comic mix of humor, frustration, commaraderie and danger that is Army life at Fort Benning, deploying to Iraq with a Stryker brigade, getting blown up three times, and surviving the frozen wasteland of Alaska. Along the way, Cody shares stories about getting jumped outside a bar, being stranded at a stripper's house in subzero temperatures, and a fellow soldier who ended up involved in a bizarre murder case. Things only get crazier as we get into airborne operations in Australia, partying with Australian Commandos, getting kicked out of a training exercise at Fort Irwin, and the absolute nightmare of Army recruiting duty. Cody also shares an incredible encounter with Medal of Honor recipient Sammy L. Davis, the real-life inspiration behind Forrest Gump. From the infantry to the 82nd Airborne, it's a wild ride through 20 years of military service, combat, brotherhood, personal transformation, and the experiences & conversations that shape who we become. Of course, there's no shortage of laughs, dark humor, and the kind of stories you can only get from guys who've lived it. This is Part 1. Stay tuned for Part 2 on Monday, where we get into life after the Army, building the Platoon Daddy brand, mental health, and psychedelic treatments including ibogaine and ayahuasca.

Oct 11, 2026

🏴‍☠️ Want to hang LIVE with Kevin, Nick & Ryan? Join the Liberty Risk Patreon crew: https://www.patreon.com/cw/LibertyRisk Part 2 with bestselling author Eric Blehm! Eric is back with the boys at Liberty Risk for more incredible true stories, military legends, outdoor adventures, and the usual off-the-rails conversations. We dive into the unbelievable story of Vietnam War Medal of Honor recipient and Green Beret Roy Benavidez, who survived a landmine explosion, taught himself to walk again, and later fought through six hours of brutal combat in Cambodia. Shot, stabbed, and nearly declared dead, Benavidez's story is one of the wildest accounts of courage and survival you'll ever hear. Eric also takes us behind the scenes of his bestselling books Fearless, about legendary Navy SEAL Adam Brown, and Legend, sharing what it takes to uncover these stories and why preserving the history of America's warriors is becoming a race against time. Then we head into the mountains to talk about snowboarding pioneer Craig Kelly, whose life and tragic death in an avalanche inspired The Darkest White, and legendary backcountry ranger Randy Morgenson, who mysteriously disappeared in the Sierra Nevada after spending decades rescuing others. Eric spent years researching these stories, retracing their footsteps, and interviewing the people who knew them best. Along the way, we get into the golden age of magazines, growing up before smartphones, Eric's Army EOD father, and one of the most ridiculous Hollywood screenplay adaptations ever written, featuring a murderous beaver. Yes, seriously. From Navy SEALs and Green Berets to Vietnam War heroes, survival stories, and mountain legends, this episode has a ton of amazing stories, plus plenty of laughs and the usual Liberty Risk side quests. Come hang with us! 🍻🏴‍☠️

Oct 8, 2026

🏴‍☠️ Want to hang LIVE with Kevin, Nick & Ryan? Join the Liberty Risk Patreon crew: https://www.patreon.com/cw/LibertyRisk

Oct 5, 2026

🏴‍☠️ Want to hang LIVE with Kevin, Nick & Ryan? Join the Liberty Risk Patreon crew: https://www.patreon.com/cw/LibertyRisk

See all episodes →