Modern Wisdom · 2026-08-20 · 154 min · 33,190 words

Jocko Willink, Matt McCusker & Jeff Dye - Mostly Wise #3 - #1139

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Did you guys ever Consider a career in the military? I I remember I was in graduate school and I would get the reserve emails and I really thought I was like, Damn, Tony Grand. Right now? I was like, I remember my wife's like, dude, anyone I talked to is like you're gonna hate it. Don't you you can't just go away. I'm like, it's just the weekends and they're like, Yeah, every weekend.

For like what, four years? I was like on the brink and then they were like, Yeah, I'm not doing it. I've never considered it ever. Ever. Not even once. You could have done a career in comedy. I don't know. This could have been uh we could have found out that everyone's original life plans had crossed the black. I wish I would have done it. I could have used some structure, some discipline, some uh older male influence. I could have used some Everything that the military teaches I think I needed and would have been great. But because nobody was giving me the discipline to go, hey, you should go do that, I didn't do it. Yeah. Uh you didn't even have the discipline to start becoming disciplined. Yeah. When you grow up like me, dude, on the mean streets, you know, it's either gang life or basketball.

And I chose No, that's not real. I I remember do you know what it was? I remember they repealed Don't Ask, Don't Tell, and I was like, All right, I can't I can't do anything else. What's that? It was if you're gay. You're you're not supposed to ask someone if they're gay. Now I think you're like allowed to ask. I don't know. What even happened with that? I think I just asked for their papers This is your area of expertise, Chuck. What happened with there was a time where are you a gay citizen? Yeah, you could you couldn't if you were gay in the military, you couldn't say anything. So it was they weren't allowed to ask you, but that you but you weren't allowed to tell anyone. But could you fuck, Jocko. I know that's all these college kids. I can't confirm that myself. Can I to confirm not to do it? You just put in your earplugs in the bunks like uh these guys. Just statistically, if you have a thousand guys in one boat that's gonna happen. That's far. You just gotta be first, you know, and if they're gonna get me. Well, I mean it you know it doesn't have to be like that, man. Oh I don't know. God damn.

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