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Transcript of Shawn Ryan Interview on Diary Of A CEO Podcast 

Editor’s Note: In this candid conversation on The Diary Of A CEO, Steven Bartlett sits down with former Navy SEAL, CIA contractor and podcast host Shawn Ryan. They cover his military career, how podcasters and influencers can be “captured” or fed planted guests, his disillusionment with politics, his years of addiction in Colombia, and a terrifying psychedelic experience that led to exorcisms and a deepening Christian faith. Shawn also opens up about family, integrity, and what a good life means to him today. This interview was premiered on October 1, 2026.

TRANSCRIPT:

From Navy SEAL to CIA Contractor

STEVEN BARTLETT: (00:01:47 – 00:02:40) Shawn Ryan, you have lived a remarkable life for so many different reasons. I feel like you’ve lived several different lives as well, dare I say. But for anybody that might not be familiar with your smash-hit show and your incredible journey through the military, can you give me a top line on the career that you’ve had before you got into podcasting for those that might not know?

SHAWN RYAN: (00:02:41 – 00:03:29) Yeah. Joined the US Navy at, I think I enlisted at age 17, went straight into the Navy SEAL program, went to BUD/S, went to SEAL Team 8, spent 5 and a half years in the Navy and then left that, became a real estate agent. I had read a book by Donald Trump way back then on This Is It, How to Get Rich. It inspired me to become an entrepreneur and failed miserably.

So then I looked at government contracting, started contracting for Central Intelligence Agency, started a small State Department gig, got picked up for the CIA contract, did that through Blackwater, then jumped over to a company called [SOCT], and then wound up getting picked up direct contractor for the agency with no middleman.

STEVEN BARTLETT: (00:03:29 – 00:03:39) And you said in that you wanted to be a Navy SEAL. Now, for international audiences that might not know what a Navy SEAL is relative to just being in the Army, what is the distinction?

SHAWN RYAN: (00:03:40 – 00:04:48) A Navy SEAL stands for sea, air, and land. So you operate in the sea, air, and the land. It’s special operations. So it is one of the most prolific special operations units in the world. You go through a training pipeline that’s a couple years long. You go through BUD/S, which if you make it, without getting hurt or without getting rolled back. That’s 6 months. I didn’t make it without rolling back, so I think I spent about 9 months there.

Then you go to jump school, then you go to SQT, SEAL Qualification Training, which is kind of where they turn you into— I guess I shouldn’t say they turn you into a special operator, but that’s the final school. Then you get your SEAL Trident, and then you spend another year to year and a half training at your SEAL team before you ever even get the opportunity to deploy for the country.

Diving, jumping, land warfare, demolition, small unit tactics, lots of time in a kill house, lots of time in land warfare, all different operational environments, desert, winter, jungle, you name it, we’re in it.

STEVEN BARTLETT: (00:04:48 – 00:04:53) Is it equivocal to the SAS, which is the British version of the special operations team?

SHAWN RYAN: (00:04:53 – 00:04:56) I would say, yeah, SAS or SBS. Okay.

Haiti, Afghanistan and Operation Red Wings

STEVEN BARTLETT: (00:04:57 – 00:05:05) And you must have seen some pretty horrific, interesting, unforgettable things while you were on those tours of duties around the world.

SHAWN RYAN: (00:05:05 – 00:06:00) Yeah. Operated in a lot of different environments. The first thing I ever saw that was warfare-ish, it wasn’t really hot. I thought it was hot at the time, but 2004, we went to Haiti when Aristide got pulled out of power. It was the first time I’d really seen true poverty.

And I don’t know if you’ve ever been there, but I mean, the sewage goes right into the streets. All the prisoners had broken out. We’d— there were dead bodies floating around the water, bullet holes everywhere. Every once in a while I’d see a car on fire. I mean, it was just mass chaos. It really wasn’t anything compared to what I would see later on. But that was the first place. And then Afghanistan, we went there after Operation Red Wings happened. That was the biggest loss in SEAL Team history at the time.

STEVEN BARTLETT: (00:06:00 – 00:06:02) What was Operation Red Wings?

SHAWN RYAN: (00:06:02 – 00:06:04) Have you ever seen the movie Lone Survivor?

STEVEN BARTLETT: (00:06:04 – 00:06:04) No.

SHAWN RYAN: (00:06:05 – 00:07:08) Okay. There was a sniper element on a mountaintop that was surveilling a town that had a high-value terrorist in there. And the sniper hide was compromised by a goat herder. Goat herder went back to town, and told everybody what he’d seen. And then they ambushed the element up there. Helicopters went down, and then there was one guy that survived it. And so it was the biggest loss ever in SEAL Team history at the time.

That happened on June 28th, and I think we were there by late September, early October, I believe is when we were there. We did some, hit some targets, but they were pretty much all dry holes. Grabbed a couple of prisoners. Stuff like that. And then we actually went home early, and then I went to Iraq. Well, I went to Iraq. My platoon went home. I decided I wanted to get out at that point. It just, for me, it wasn’t really what I thought it was going to be.

STEVEN BARTLETT: (00:07:08 – 00:07:09) What was it?

SHAWN RYAN: (00:07:09 – 00:08:35) I thought it would be a lot more combat. I wanted to go out every night and do the job, do direct actions, do CQB, do sniper stuff, whatever.