Caleb Pressley
Appearances
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I went for – we stormed a court. In Connecticut at a UConn game.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And they were upset that we didn't even get to storm it. We were going to try to storm it.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No, it wasn't that one. It was just a basketball game. I think it's a ranked opponent.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You thought Dwayne Wade versus Mike? Dude, I know my court cases. Don't say that. We got arrested. I forgot about that. But we just went to jail for a couple minutes. Oh, yeah. And when we came out of jail, people were outside cheering for us.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Seriously. It was like a movie. We didn't even have it filmed, but it was amazing.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Is that Greta? Yeah. Dude, pull her. I just want to know what age she is. That's really all I want to know.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
She seems like maybe – she seems like – no. That's my vote. What do you think?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
She just seems like, I don't know. Hey, I'm just saying, dude, look.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Was it guys and girls in Mississippi jail? Or just guys?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Did you make that up? Is that a real person? I'm talking about the future is ours.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You texted me the other day. You said, hey, man, did you die? What did you say? I don't know. Your texts are hilarious. You're a funny guy. You're my funniest friend.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I know who I've been ducking on accident is Bizzle.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Every time I come to Nashville, I'm like, let's get some food. He's like, all right, I'm down. It's hard, dude. It's so hard, dude.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You have work. And you're there for it. It's not on vacation. You're there for work. And you get tired after work. Oh, yeah, dude. Bad mood after work. Oh, yeah. Dude, talk about bombing. Sometimes I bomb.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
On my work. Sometimes I feel like I do. On your show?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I don't know if this is public or not, but I guess it's about to be. She bought somebody a Hellcat. She won $50,000. She did? And I think she spent it all, but she got a Hellcat out of it. And it wasn't even for her. She's really a nice person. She was thinking about other people. She's so funny. First of all, I do want to say that. She's so funny.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
All these girls, not all of them, most of these girls, they casted these girls.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
i think she had we had uh he had a mini me just got a mini me on set and i think he and her also uh linked up so that could be his child as well oh hell yeah they gonna give birth to a little ottoman oh bro god she is beautiful though um
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
It's good to see you. No, what's been going on with me? Dude, just running this company is not... I wouldn't say it's hard, and I do enjoy it. I wouldn't say it's easy or hard, but it's time-consuming. So I've been working, I wouldn't say really hard, I would say really... Really often. Really often. Figuring out how to just organize basic stuff that I just have no clue what I'm doing.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And probably making a lot of mistakes and stuff like that. Oh. Do you handle that kind of stuff for your business?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I look bad the last time I saw you. I wouldn't say that. I look horrible.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I have an editor, Tom, who's great, but we've worked together for so many years now, and we correspond. I mean, we go through notes and notes, and it's a huge process. And even he, if he was left to his own devices, he would do a great job on the episode. It would be great. Maybe people wouldn't even know, but I would, to me... It's like, I would, there's certain things.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I just like him the way I like him. And he's great. Cause he's like, he doesn't have an ego. I feel like a lot of everyone has egos. I mean, he's just like a nice gym of a person, but when you're corresponding in on some creative and I'm giving notes, do this, do this. It would be really easy to be offended. He's a really creative guy.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
So it's like if you're a creative person, you have your own ideas of how you want things done. And he has his own ideas. He can provide those. But then he also doesn't get butthurt if I'm saying I don't think that's good, which is I think it's such a rare find.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yep. No one appreciates. They're like the long snappers of media.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
The one thing that can be your whole life can get you just into one thing, one moment. Yeah, I was thinking about that yesterday. Well, this is actually a bad example, but I was thinking about it. I was reading an article from a while back. It was about Morgan Wong because I was getting ready for his episode. And there's a part in it with P. Diddy.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And P. Diddy at the time was like, yo, we've got to stop.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
canceling people he was like vouching for uh wall he's like we gotta start stop canceling people we gotta give people second chances he was like saying like everything that like probably he hoped he was he probably knew he was doing some bad shit he was like putting it starting to spread the word like we gotta make sure we can't just like look upon people negatively i was like damn but you do one bad thing he probably did you know a few times or whatever but
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, it's fucking cool, dude. I got it for Chica Cheetah, which is...
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Would you? I don't know. I mean, just being at dinner for too long stresses me out. I get to do my thing now is I'll get to check before the food comes.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Because you can stay in the restaurant once you pay as long as you want. Yeah. But you can't leave if you don't pay. Yep. Bring the check first.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I don't understand people who are dumb. At least 20%, I feel like that's... Yeah. I get the argument, I guess, for people being like, well, they didn't do anything. But at the same time, like, that's their job. Yeah, you knew when you went in there. You, yeah, like... It's kind of on you that you're paying them for nothing.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I know. Every time you wrap up, everyone's like, uh...
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
yeah because i don't shoot it like this i don't shoot like a free-flowing conversation because i know how it's going to edit so i just like that's a waste of time to even do all those uh segues and in middlemen parts of the conversation i skip right to the meat yeah it's a very awkward conversation oh it's a good point you just you do skip right to the meat dude um what do you yeah do you think diddy what do you think happened there
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Oh, it gets into their skin? Yeah. Is that really a thing? Stuff can go into your body through your body? I don't know, buddy. Because think about all the things that go on your skin. Oh, totally. I mean, like is my shirt going into my skin? Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
The anus thing with the anus and the scrotum or whatever are getting shorter.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I don't know. I just listened to Joe Rogan say that. The perineum or whatever it's called?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I'd call it a beach, dude. I've never thought about that in my life. I never thought there'd be about a beach in Louisiana.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No, it's not, dude. Dude, keep believing in yourself.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We're doing good. You're right. We're doing good. We just haven't talked about anything important. Yeah, that's kind of it, I guess. We haven't said anything really of any significance.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. Well, the thing that was how Barstool was set up was Dave is very hands-off. So he doesn't tell you what you should be doing. When you start doing what you're doing, he doesn't talk to you. You really just go complete non-communication with him 100% of the time. What that culture breeds, I think, is like a...
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
kind of an entrepreneurial spirit, I guess, the people who are successful there at Barstool, because you have to be. And they have the resources. Obviously, they're taking the risk on you by paying your salary because they're going to pay you if your content sucks or if your brand loses the brand deal or whatever. Like, every two weeks, you're getting paid. So they're taking that chance.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And obviously, if you do well, they have the upside. Facts. But... it's really, it's a place where I was able to kind of, they gave me the resources, but I was able to kind of build out, you know, I started working with Tom, who's my editor, and we worked together for years, Developed a camaraderie. My producer, Kelsey, who you've met, like we started working together, developed camaraderie.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
So we had to make my own little business inside of Barstool. Right. So going out and doing my own thing really was pretty much exactly the same because I already had my business inside of Barstool, inside of the bigger business. Oh, yeah. But I would like to do some other stuff outside of Sunday Conversation. I don't know what. I mean, how was your movie experience?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I've heard that it's kind of boring shooting a movie. Oh, yeah. It's boring. I like the revolutions I can do on Sunday. I can put out one Sunday a week. It's a lot of work to get it out once a week, but we can do it. And then it's like you move on to the next thing. If you had a stinker, you can still move on and have a good one the next week. And things happen so fast now, too.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
How I even consume, how everyone consumes content is like,
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, it's super funny talking about Mexican people. We went down there to tequila for it and... To tequila the city.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I do feel like especially Twitter X, especially X feeds me stuff I don't want to see. Like the algorithm, it builds out. Just like you're saying, if you like do doom scrolling or whatever, you're on your phone for too long. It's not that long before you're seeing stuff. I don't relate to it at all.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Racism. At least on Instagram, if you do it for a long time, you end up with boobs.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
If you stay on Instagram for a long time, you end up at boobs.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No. Tequila. It's a city. Guadalajara is the... It's just a neighboring city that you fly into. But then you go to tequila. And at that place, they don't eat peanut butter. And they don't know how to dap either. They don't know how to dap you up? No, dude. Mexican people, if you do this to them, they have no clue what you're doing. That's crazy. They have no idea.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, I feel so bad for the kids growing up. How much porn? Dude, you don't have a choice in life if you want to watch porn.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
That's nuts. But there's so much money, and I guess if you just want to make money, you don't care about anything else in the world besides making money.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You know that on your, today when I was coming over to the house, on your Google Maps is your truck. Like it shows your house and it shows your truck and it shows you in it. Nuh-uh. You're on your Google Maps. Really? If you type in your address, which we won't say. We won't say. You're on there. Someone's just coming by taking pics.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
How was Bridgestone doing two nights there? Or two shows? That's awesome. Or does it feel just like a normal show? I'm just asking because it's here in Nashville.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I'm not saying Mexican-Americans who live here now, they probably can dap fine. Those are called chicanos. They can probably dap fine. But when you go down there, it's just not a thing.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Oh, man. You're right about that, dude. I got to come see you in. I got to come watch you in Cork.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
He lives in, I think Nantucket, or obviously Chapel Hill now. Okay, North Florida or whatever.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, and it's kind of crazy. I mean, it's like... People are talking about the program, so that's a positive, right? Well, to me, college football is 100,000% about the players. I mean, all football is, but especially college football. And I think him coming, we got a big budget increase for what we were willing to give. NIL players or the NIL money for like guys to recruits.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
So you think boosters followed him? I think that we really raised a lot of money. I don't know what the figure is, but I want to say it was like 30 million bucks or something. It was like kind of like the, and I don't know if that includes the coaches or what, but it was, it was a huge figure that you would think we would be able to go out and get like five star quarterback, five star, whatever.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And I haven't seen us signing any five stars yet. Hmm. But that could just be the period of the year we're in. And my thing is if he signs those five stars, it doesn't matter about his girlfriend. And if he doesn't sign those five stars, it doesn't matter about his girlfriend because we're going to be asked no matter what his girlfriend says. I mean, that's the truth.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, we have to sign good players and pay them. Dude, I thought that Nico, I'm a Tennessee football fan for college. I mean, obviously I played at Carolina, so I root for Carolina as well. But Tennessee is who I grew up on. And they didn't pay Nico, or that's a story. They didn't pay their quarterback. He wanted like $4 million as a story, and they're giving him two.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And so they said, get out of here. I think it's crazy. I think pay him. Everyone was on Tennessee's side. Right. Everyone thought Nico's an idiot. And maybe that's true. But to me, I would have liked to see Tennessee just pay up. He's a freshman. He took you. His real freshman year, he beat Clemson in the first time he ever played in the Orange Bowl or something. Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And then last year was his redshirt freshman year. He took Tennessee to the playoffs. And this guy's, in my opinion, going to be the number one overall draft pick. And they're talking about $2 million with him. He probably makes $100 million for the university.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Him being on the field, having a good team, playoff competitive. I mean, you've been down there. Oh, it's unbelievable down there.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We haven't done anything. It's insane. They had to fix it. College football is fucked right now.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, they got rid of walk-ons. there's no more walk-ons in college football. Like I was, I walked on to the University of North Carolina and my, you were loitering. They said, I also, one of the, an interview, the former coach said this guy was loitering. Yeah. They hated me while I was there. But dude, there's no walk-ons anymore.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Like our team, our best, maybe not our best players, but our team captain, some of our best players were walk-ons. Like I came in with the, my class of, of fellow guys, every single one of them went on to win a scholarship, get a scholarship. A lot of them went to NFL.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And it's like they were like the meat of the team or the glue of the team. And they don't even have that anymore because they had to cut the roster down. They got to pay all these guys. And that's sad to me.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I think, dude, I think Mexican people are probably the most liked group of people. For sure. I don't know anyone who doesn't like Mexican people.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I really don't think they even take walk-ons. I think it's a – The death of the walk-on athletes.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. It is sad, man. Oh, it is. It definitely takes away a lot of the heart of it. Well, dude, also, I just had such an awesome, positive experience being in the locker room for four years with the same guys, going through it. You have these big aspirational dreams you're going to make to see the field. Yeah. Never see the field. But I had a great time. And that doesn't happen anymore.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Not only because there's not walk-ons, but also because why would you cultivate a backup if you're the coach? If he's just about to transfer on your ass as soon as the season's over. Your starter's probably going to transfer. These guys are playing on a different team every year. Sometimes two teams per year. So, like, there's no country. There's no locker room vibe.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
They're all just, like, trying to get the cash. There has to be a way. People are acting like, well, we had it better back then, and now it's, like, totally destroyed. It's like, is there no creative problem solving to figure out how we can get these guys some cash? And also, like, is there no middle ground here that we can work with? Like, can we just, okay, you have to stay. You can sit out.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
The argument has always been you can't transfer. Yeah. And then you have to sit out a year. That's how it used to be. Now you can transfer and play immediately. I think you should have to sit out a year. Yeah, because that'll hold them off. That's how it used to be.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. And then the argument against it was, well, coaches can just leave, and then you're left with a coach that you didn't really sign up to play for. Well, then make an exception. And if that's a coach leaves, then you can go. Then you can do it.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Or when they graduate or when they're done at college. But there just has to be a way, and it does. Sports fans, I mean, I grew up a Tennessee football fan. SEC football, there's no fans like that. Because in the NFL, you can't play for the team or go to the team. In college, you can go to that school. You can... Like, if you're a fan, you went to the school. Yeah. You can't go to the Packers.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You know what I'm saying? Like, you just fucking... You go to the game, but you go to that school. You spent four years of your life there. Like, that's your team.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
What's the other one that's like that? Oh, the Hillstone and what's that good restaurant called?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, what's your best fun fact like that? I got a good one. I got a good one, dude. All right, you go. You go.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I love Mexican people. Everyone loves Mexican people. They're hardworking, family people, fun people. I already said family.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Speed bump. Come on. Dude, all right. I got to go on. Okay. All right. Do you know what the – I probably said this to you before. You probably know the answer because I told it to you. But do you know what the number one product – number one top-selling product is at Walmart every single year? Walmart's obviously the biggest store. So best product – biggest product at the biggest store.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Every year it's the same product. They sell the most of it. Oh, my God, girl. I don't know.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Let me give you a hint. Don't look at me like that. All right. So think about like, like evolution or human nature, like what we really, where we come from and what we really like. Um,
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Bananas are the number one thing. I just like that fact.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You say what you want, dude. We're buying bananas as our number one purchase.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, Riley told me before he told you about his coming.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I know that you told me, and I think you've said it publicly now, that you came, right?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Do you ever at a show, like just thinking about someone in the front of their audience, do you ever like look at somebody and be like, get this guy out of here?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
So what's happened since then, Riley? Are you back at the not coming? Or now are you just constantly coming?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No. No? And how much came out? I'm not trying to be graphic. Actually, is that too much? I'll tell you this.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
So enough to make him really uncomfortable in his current Crocs. Bro, I mean, 25 years, where was it going? Where was it going? Because I know for a fact, I don't care if he's lying or not about that. I think he's lying about everything. But even if he's not lying, I know that the human body makes like 3 billion sperms a day or something crazy. Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Which means that his body was either not making them, he had a broken body, or he was making those things and they were having to go somewhere. Yeah. Would you poop them out?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
That's ejaculating. Yeah. That's cheating. So where was it going? Do you feel like you know where it went, Riley? Could you feel a certain part of your body felt different other than your genitals after you came?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, here's a similar fact. I saw this. I saw that if you hold in a poot for too long, a fart, that it will come out your mouth. Really?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I won't speak for myself. Guys are sick, though. Not me. Huh? What'd you say? Not me. But guys disgust me. They are. Men are disgusting.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
But he is a heartthrob. Women are drawn to him. Men want to be like him.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Was I your date? Did you have a girl there or was I your date? No, I had a girl there. Wait, can we talk about this? I want to talk about two things, actually. First of all, I want to talk about how you took me to your friend's wedding as your plus one.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And you didn't tell them I was coming. Yes. So I showed up. It's a small wedding. And then they didn't know I was coming. And I didn't know any of the people there. And they had you sitting at the front table. And they just didn't have a place for me. So I had to sit in the back with people I had never met in my life.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, somebody did. Oh, man. Dude, I went to the bathroom. We were in Spain. We're in Portugal. That's true. We were in Portugal and Sintra. That's what I was thinking. And we went to this old house. It was a beautiful wedding. And I sat on this toilet trying to probably just get somewhere to have some quiet time. Yeah, the poop or whatever they call it over there.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, oh my god. That was – Yeah, that was – It was very bizarre.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. That was fun. And the other thing I want to talk to you about is, dude, you got to stop – I don't know if you're doing it as a joke or you're trying to be nice. Stop sending me your old clothes. Oh, yeah. I'll get a package from you, and every time it's just some old shirts you don't want anymore. I can tell that they're like your bad shirts. They're not even nice shirts.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You bought me one nice shirt, and the rest of them are just your shitty old shirts.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
They're like holes in them. Did you go through all of them? You got me one nice shirt, a red shirt that says hot sauce on it.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
That is my best shirt from you. It's a great shirt. There are some other real. And they're larges. I can't even... They're not even knife size. You just... I just picture you'd be like, get rid of that. And someone would be like, do you want to throw them away? You'd be like, nah, send them to Caleb. Send them to Caleb's house so he can throw them away.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You should do a kiss cam. Oh yeah. You should do a kiss cam. And then we'd go to a hot lady and go with just consuming her.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Okay. Whoa. Good God, bro. Slow down. Do you think you have any kids? Or do you think that, is that something you're interested in doing? Eventually, yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I can't remember. I can't remember. Dude, you know what I always think about is how when I was growing up, you kind of have people who maybe from your high school or whatever, just people you're growing up with in your town who get pregnant in high school. And then at the time, I would look at them, and I looked at them like, no, they were bad people, but like, wow, what idiots. Yes.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Which obviously they probably wish they didn't, but- All they did was do the same thing every single other person's doing. Every single person's doing that. And then all that happens is one of them gets unlucky and then you're like, idiot. That's how I was. I've changed my stance on that.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. And he still opens it. It does feel like those are the people a lot of the times who do have high school children.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No, no, I don't miss it. Do you feel like it's affected your testosterone?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
It is crazy. There's a cold plunge place by my house. It's like you just saw in a cold plunge. You go there, and then the guy is like, hey, do you want some testosterone or anything like that? No, dude. I don't even want to get in this fucking cold tub. I don't want testosterone. I do want it, dude. I do. Honestly, I would love to see what it would be like. People say they feel so much better.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I feel my stance on this is I actually don't have a problem with it. I don't understand why, if you're a young girl, you'd want to be with an old man. Yeah. But I don't understand a lot of stuff people do. But if she's 20 and they're consenting adults, like I have no problem with an older dude who's single. I would try to get a younger girl too.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I'm not going to try to get 70, a five-year-old woman. Well, first of all, you're single.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, I saw a comment on – this is random. I saw a comment on our video we just did on Sunday Conversation that said me and you have the exact opposite facial hair. I'm looking at you thinking about it right now.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
dave portnoy has a good theory on this um dave's theory is that he has no idea what's going on like in terms of how we're all perceiving this and like social media about it he's like his theory is that dave belichick is not on his phone and this doesn't have any clue what's happening right so he's just enjoying his life he's just like going about his life loving his life because i think she probably posts all his social media and stuff for him and so of course she's going to post pictures of only her yeah i would too yeah
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, my parents have a big difference, too. Yeah, totally. I mean, this is a huge difference. I don't know how many years difference is it. I also changed my...
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
probably 50 years bro no raleigh mall 24 and 74 i believe that's 50 no bro that is 50 man i just crunched the numbers i don't know if those are the actual ages but that is 50 what do you say to people who say that's 50 dude but i the only thing is i change my opinions a lot so this could be outdated like i'll change my opinion on this tomorrow dude all i'm saying is the portal is open for old men and young women he this is the i mean the portal's open now
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
And it's probably easier than ever to meet them. There's so many apps and stuff where you can. And girls seem to be really attracted to guys who have money and guys who are successful. And they don't seem to care about looks. And it doesn't seem like they care about age as much. Is that true? Is that crazy to say?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Close. That's a lot. I mean, dude, that means that this is a dumb thing to say, but that means he was 49 when she was born. that's pretty old for your wife to be born. Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I might change. I don't know if it's cool anymore, dude. That's a big difference, man.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, if he just needs to recruit some, pay these players, man. Yeah. Pay these guys. We should have got Nico when he left Tennessee. We should have paid him.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
What makes someone go into wanting to deal with dead bodies? I have people in my family who do that, so I'm not hating. They work in cremation? They work in funeral parlors. They work with dead bodies. That's a weird thing, I think, to want to go into. It's like, how do you end up being like, I think what I want to do in my life is touch, dead bodies all the time. Weird.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Really? Yeah. I just don't want to take it. Have you been fasting? Have you still been fasting? You were fasting when we shot Sunday. Oh, good.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You don't? I believe it does clean you up. I don't believe that you feel good. People are like, yeah, you start feeling amazing after three days. I bet you're hungry. Oh, yeah, you're hungry, but I think you feel kind of a little bit keen. I saw a thing the other day that a guy lived for a long, you can pull this up, the guy lived on just sunlight for over a year. He didn't eat for over a year.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
How do you do that? You're not supposed to do that. Or is that just another lie? They tell you not to look at the sun.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
A lot of areas, dude. But I think with that wood, I guess you'd have to build up a tolerance to it. You start looking at it when it's small in the morning, and then over days and days, you can just look for the mid-days. Beam that bitch out in the middle of the day.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
He only lived until 85, which is a good number. It's a good life. He put up a good game, but that's not 100%.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Is that your team now? Wait, what were you going to tell me? That has nothing to do with what you said. Oh, how long do you want to live for? No, you said I'm going to tell you a few things. Listen up.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
you'll never know because you won't really see them. You can't see their skin, but under there it does look better, but you just can't see it. Right, you just can't see it.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Who decides? You decide what you want to look like or I can decide what you look like?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I'm sorry, dude. Don't say that kind of stuff. I just feel like I let you down today, man. Man. I don't think you did at all. I think it's a really good episode.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I think you're going to have to cut out a lot. I am.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. Have you kept up with, because we went to the game. Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I've heard that. I don't know if that's true. They dress white guys up like women. Anyone who's trying to... They dress... Those guys are... Everyone looks like women at the Met Gala. That's a good point. Do you know what you think? Would you go to something like that? I've always thought about that. Like, not that I would ever... If you and me went, I would go.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, it feels like a weird type of like almost like celebrity worship where it's like too much. I don't know. It kind of weirds me out to be honest with you.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I think it's harder to get into Alabama now because of football being good. Because they have more people who want to go, so they can have smart people down in Alabama now.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
back in the day that happened to Appalachian State too but where I'm from Appalachian State won like three national championships in a row and then they had so many more applicants after they beat Michigan that school went from kind of like just anyone could kind of get into like a competitive school like quadrupled their people who tried to go to App State it's like a nice school now but that Tuscaloosa has the best set up of any because I did that tour
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
When I first graduated college, the first thing I did was like two years on the road living on a bus going to colleges. Yeah. We just went to every college and just partied. That was my job for like two years. And Tuscaloosa is the nicest one. They got that perfect setup. They got the stadium.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, it was crazy. You're kind of one of those guys that switch up. You were supposed to be a Tennessee fan, but I don't have a lot of faith in you at all.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
It's not even close. ACC basketball is awesome, but SEC basketball is awesome now.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Where like Carolina, we had like 33 sports. And so they just dump all that money. Because only sports that make any money are men's basketball and football. All the rest of the sports lose money. And so if they only have 13 sports, they can take all that money and just dump them right back into the good ones. Whereas you got to spread it all out at like Stanford has like 33 sports.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
They got like fencing and fucking everything, you know.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I feel like they play the Chicago Sky every game. Doesn't it feel like that? I don't know if that's just the only time they publicize that they're playing, but they play... Every time I look, it's Angel Reese and Kaitlin Clark. It's like...
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We should go to an Indiana Fever game. That would be really fun. That would be really fun.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
That was fun. We should do another, we should do, have you thought, you asked me this at the beginning of the interview, but have you thought about doing like other stuff? Like whether it's like video, I mean, obviously you're doing a lot of standups, you're busy, but, and you're podcasting a lot, so you're busy, but. like other videos type things.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dang. That's still a good idea. That would still crush. It would be really fun.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
I reached out to some people about that, but we just never followed through on a lot of our ideas.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, we should do, I would love to do something like, even if it's a one-off, not even like a series or something, just like something just weird and different and fun.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, even doing Drewski's show, like we shot that for one week, but it was the most fun thing. One, because it was hilarious, but also just like, it was new and like a novel stimuli to just get out there and do something completely different.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Well, you do it right. I like how you, when you tour, at least you go to like unique places in America. You're not going like Atlanta, Chicago. You hit those places, but you also go see. You've seen probably more of America than anybody. Because every weekend you're in like the randomest city in the world.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Is that your number one secret city? La Crosse, Wisconsin. La Crosse, Wisconsin. What's from there? I've never heard of that. Is that the capital of Wisconsin?
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Have you seen the stats on the alcohol in Wisconsin? I bet it's a lot. They love drinking. Oh, yeah. It's the drunkest place in the world. Really? Yeah. And I made that up.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No. There is going to be a really good episode out of this. You're just going to have to cut the parts that sucked out. But I think we got a solid hour in 15 minutes, and we probably had 50 minutes of bullshit.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
What did you say when we were hunting and you were talking about, you're never going to remember. You said the funniest thing about, you had a full joke you were going to put in your stand-up.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
You always say that, though. You're like, let me say that, and then I can't. Oh, yeah. And then we forget about it. You should have started writing stuff down. You do. You write stuff down.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yep, my contract ran out at the end of last year, so January 1. Me, Glenny Balls came with me, and then I have a producer, Kelsey, and then editor and shooter, Tom. So they're my little company, and then we have the same freelance people that we always work with. So we really have a team of seven that's kind of like our little squad. Yeah.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We did it in the exact same location, in chairs.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We just did Morgan Wallen. I don't know when this comes out, but we did Morgan yesterday. That'll come out this weekend, so I don't know if this is coming out.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
We just did Luka. Oh, Luka, huh? Yeah, bounced from the playoffs right after.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Bad. But, dude, he's still making, I mean, it's hard to feel bad for someone who's making, whatever, $97 million the next two years. But I think he lost out on like $116 million.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, you'd never have to go back with that amount. You'd never have to see Slovenia again with $116 million. Free at last. Free at last.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
No, it's been good. I've enjoyed. It's kind of the same thing I was doing when I was at Barstool. I mean, it's pretty much exactly the same thing. Just doing Sunday Conversation. Plus, I'm like, I did Drewski's show, which was fun. Just like one-off kind of collaboration.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, she's from Memphis. Oh, yeah. Yeah, she's great. She's pregnant, too. Is she pregnant? She's pregnant, and a lot of people don't know if it's Drewskies or not. No way. Yeah, I also don't know. I don't think it is. It's probably not. But also, I don't know Drewski that well.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah, I met his parents, and they're both black, and I still have been hearing that.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Yeah. Dude, one of his parents will even be like, I think he's meh.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, he is so, so funny. Oh. He has such a unique... I didn't even really understand until hanging out with him the uniqueness of his humor and sense of humor. Yeah. He has an incredible sense of humor. Like, he can just tell... Even when he was setting stuff up for a show, like, he's just off the cuff. He doesn't like playing shit really, but... The way he would set up things.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
He's like, we're just going to go out there and freelance it. Or not freelance it. Go off the top of our heads. But there needs to be this, this to create this tension or whatever he wanted to set up. Shit I had never really thought about before. Just really smart. A good sense of humor.
This Past Weekend w/ Theo Von
#582 - Caleb Pressley
Dude, this show, they had the funniest girls on this show. Yeah, she looks a little bit like Glenn Big Baby, you know? Yeah, pull up a picture of Glenn Big Baby in jail. I want to know how these guys take so many photos while they're in jail.