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Mike Drop

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

Mike Drop

Mike Ritland

Society & Culture, Personal Journals, Documentary, Politics, News

4.96.3K Ratings

🗓️ 2 December 2025

⏱️ 117 minutes

🧾️ Download transcript

Summary

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

Transcript

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0:00.0

I'd already had combat experience because I deployed in 1994 to Somalia.

0:05.0

There we are.

0:06.0

We're in a fighting position and we're taking rounds.

0:08.0

You know, you can hear the bullwhip going off our heads.

0:11.0

For anybody who's not experienced it, it sounds just like being at the butts in the Marine Corps.

0:15.0

We're pulling targets in Marine Corps boot camp.

0:18.0

And so, you know, we're taking AK fire, RPG fire,

0:21.8

reporters. We started shooting back at people, our sergeant. Like, I'm a corporal, so my sergeant's

0:27.0

in there. And he's leaned up against the wall. And he's just, I've never seen a black man

0:32.1

but white before, but that's as close as I've seen it. And he just had him, like, he was someplace else.

0:38.3

And I was yelling at him like, Sergeant, Sergeant, Sergeant, I'm like, get your weapon, man. And he just, well, shit, I'm not dying. I'm not dying. I'm not dying from no man's cause. And I slapped him. And I grabbed my flag and he'll wake the fuck up. And he's like, I'm not doing it. I can't do it. I can't do it.

0:52.3

And he literally sat in that hole for, we were there for three days.

0:55.3

So never poked his head above that burn for three days while the entire unit

0:59.5

was shooting and getting shot at I mean what happened after that like when you guys came home

1:03.9

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1:17.6

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1:23.6

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1:29.3

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1:31.3

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1:40.3

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1:42.3

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1:50.3

Ladies and gentlemen, as always, it's both an honor and a pleasure to welcome my next

...

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