Chris Osman Breaks 30-Year Silence: “My Sergeant Quit in the Middle of a Firefight” | Ep. 268 | Pt. 1

In this raw episode of the Mike Drop Podcast, Chris Osman opens up like never before—sharing childhood struggles, the brutal realities of BUD/S (including two moments he nearly rang the bell), combat in Somalia, and the darker personal battles that followed his 11 years of service, including addiction, failed marriages, and the long road back to redemption. With zero victim mentality, Chris lays it all bare: the vi*lence that once defined him, the lessons learned from organized crime fascination, his evolving faith, and why he now refuses to sugarcoat anything—even if it means exposing his own lowest points. From near-quitting in H*ll Week surf t*rture to candid thoughts on loyalty, fatherhood, Elon Musk, and why some men are drawn to special operations while others cling to victimhood, this episode is both a cautionary tale and a masterclass in owning your story. Whether you’re a longtime listener who remembers Chris’s legendary first two episodes (the Haiti jail story is still a fan favorite) or this is your introduction, prepare for five hours of absolute honesty from a man who’s lived on both sides of the guardrail—and finally found his way back. Chris Osman, welcome back. This one hits different.

Learn more about your ad choices. Visit podcastchoices.com/adchoices