Ep. 65 • Zach Masek • Green Beret Stories & Side Quest Chaos! 🪖🏴‍☠️🇺🇸 episode artwork

EPISODE · Jun 17, 2026 · 4H 8M

Ep. 65 • Zach Masek • Green Beret Stories & Side Quest Chaos! 🪖🏴‍☠️🇺🇸

from Liberty Risk · host Liberty Risk

On this episode of the Liberty Risk Podcast, the guys sit down with Zach Masek - former Green Beret, 18D Special Forces medic, combat diver, GRS contractor, entrepreneur, military history buff, and a man who's somehow managed to fit several lifetimes and careers into one. Zach's path has taken him from Army Special Forces and combat deployments in Afghanistan... to GRS contracting... Columbia University... nursing school... entrepreneurship... and more than a few situations that probably should've ended differently than they did. Along the way, there are plenty of stories. The kind that start in Airborne School and somehow get worse from there. The kind that involve land navigation, poor decision-making, strip clubs, team sergeants, and moments that can only happen in the military. Of course, there's actual semi serious stuff too. The conversation dives into Army Special Forces & CAG selection, 18D medic training, combat diving, SERE School, Afghanistan, GRS, military history, and Zach's deployment to one of the most heavily IED'd regions of the war. There's also an equal parts cool & funny story involving a Taliban ambush, a LAW rocket, and a split-second moment that earned him the respect of his Green Beret Team. Like every Liberty Risk episode, the conversation immediately leaves the rails and never really comes back. One minute it's Green Beret stories and combat deployments. The next it's whiskey, military history, entrepreneurship, airport beef crisps, secret phone numbers, and side quests that somehow keep getting stranger. But underneath all the chaos is a conversation about persistence, reinvention, and what happens when the thing you've spent your entire life chasing finally becomes your starting point. From Green Beret... to contractor... to entrepreneur. Zach's story is proof that life gets a lot more interesting after the mission. 🏴‍☠️🏴‍☠️🏴‍☠️ If you're wanting to dive deeper into Liberty Risk lore & hang LIVE with the hosts and other cool people, check out our Patreon Community!  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. We also have a monthly virtual (Zoom) cigar meetup where you can interact and have REAL 2 way conversations with all Kevin, Nick & Ryan, as well as other cool people in our top tier Patreon group, and also some special guests. 🤫🤫 Come check it out and join the conversation! https://www.patreon.com/LibertyRisk    Get to know Zach more at his links below: ✖️ Zach's Instagram - https://www.instagram.com/zachary_masek  ✖️ Dead Warrior Society - https://www.instagram.com/deadwarriorsociety  ✖️ Forum Case's Instagram - https://www.instagram.com/forumcases    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: ✖️ Beef Crisps - https://us.bingeworthysnacks.com  ✖️ Bulkhead Energy Drink - https://www.bulkheadenergy.com  ✖️ 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   

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Ep. 65 • Zach Masek • Green Beret Stories & Side Quest Chaos! 🪖🏴‍☠️🇺🇸

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