Name: Caleb Pressley | This Past Weekend w/ Theo Von #410
Uploaded: 2022-09-27T15:00:10.000Z
Description: Watch the stand-up comedy video 'Caleb Pressley | This Past Weekend w/ Theo Von #410' from Theo Von on Comedy Buff. Published 2022-09-27. Transcript available.

Watch the stand-up comedy video 'Caleb Pressley | This Past Weekend w/ Theo Von #410' from Theo Von on Comedy Buff. Published 2022-09-27. Transcript available.

Caleb Pressley | This Past Weekend w/ Theo Von #410

I'm excited to announce that we've got brand new merch up on the TheoVonStore.com.
They got the Rat King Racing over there.
If you like racing, getting speeding tickets, or doing IndyCar, NASCAR,
hell, if you like to damn tickle your Uber driver, if you like to tickle him,
damn.
I need to tickle my throat and get these dang words out, you know?
But if you like to do all that, head on over there, TheoVonStore.com.
And we got that racing gear for you.
Today's guest is returning to the show for his second time.
His life has changed a lot since then.
When I met him, he was, you know, living out of a trunk or something.
Or not a trunk. I don't know where he was living.
I don't know. He was alive.
But he was probably, who knows, he could have been selling hair.
He's a good man, I'll say that.
And he hosts one of the most popular and unique shows in the universe, Sunday
Conversations.
And he's part of Barstool Sports.
And he is one of a kind.
I'm grateful to have him back now that his life has just really expanded so
much.
He's my friend, and I say that honestly.
Mr. Caleb Presley.
Shine that light on me
I'll sit and tell you my stories
Shine on me
And I will find a song
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
I've been singing
Caleb Presley
Caleb Presley
Theo Vaughn
Theo Vaughn
Theo Vaughn
Theo Vaughn
Theo Vaughn
Caleb Presley
Man, thanks for coming back to you
You know, this is your second time coming on
Yes, it is
I kind of finagled myself on the first time
But it feels good to be back for real
It was awesome, man
It was cool
Yeah, I know the producer at the time
Nick Davis was like a huge fan of yours
Yeah
He was like
He was like
You got to have this guy
You got to have this guy
You know
He's my road dog
Yeah
What's he doing now?
And he was right
He's doing well
He's still producing podcasts
And doing some of his own stuff
And betting online
Yeah
And spending time with his grandmother
Yeah, well, as he should
They're probably betting together
Yeah, I think actually
I did
One of the pics he sent me
I did see, I think, some slots in the back
Yeah, what's going on, man?
Dude, I'm your neighbor
Yeah, that's true, huh?
For a while
You moved out here to Nashville
How's that been for you?
It's been good so far
I haven't been here that much
Fall's like the busiest time of year for me
So I'm traveling
But I've liked it so far
It's a lot of like
They try to
I notice if you go downtown
You see a lot of fat stuffed in the boots
Dude, I told you that
I was like, it's way fatter
Than I thought it was going to be
Yeah
And I mean, it's all love
But there's a lot of fats out here
Oh, there is
And most on the female side
And I'm not even saying
Not even looking from a sexual perspective
Yeah
There's just a lot of girls who are
They're on Broadway
Oh, yeah
And they're fat
Thick, baby
They're thick now
They're thick
Yeah, they changed it, man
But it
Because it is
You know, they definitely
Fat has become more designer
Yeah
I think the Kardashians did that
Because they had that kind of desert fat
That ass, you know
Did you see this story that
Kim apparently like cut her ass off?
Uh-uh
It's off now
Wow
And did they do anything with the meat or whatever?
I think they had to have
But I don't know what they did with it
What would you have done with it?
Oh, I'm sure she gave it to blacks, man
If you've seen like a lot of her history, you know
Yeah
She does a lot of stuff for like the African-American community
And you think they would reappropriate it or just eat it?
Oh, I don't know, dude
Look, I'll tell you this
If I got a half pound of dashing ass in the mail, bro
Yeah
I might sear it
But I might not cook the whole thing, you know
Yeah, I mean, look
I'm leaving the middle of rare
I'll be honest, bro
I am, bro
And I think I'm eating it alone
Yeah
Yeah, I don't think
Oh, wow
Yeah, you might have to, dude
Honestly, candlelight dinner
And you're going to be hungry afterwards, too
Yeah
For dessert
And that's going to be a hard meal to follow up
Oh, that's going to be a hard meal to follow up
Yeah, I don't know
That's crazy
I didn't know that they were cutting off their butt
Yeah, I think it's
I mean, I don't know if that's true
I saw it online
Yeah
So
Could be true, dude
It's probably Biden's doing it or whatever
Yeah, man, you're here
So what has that been like?
Like, were you kind of like
What was kind of the idea with coming to Nashville?
What was like
Was there like a big goal behind it?
Or you just
Well, I was in
So I lived in New York for like five or six years
Wow, really?
Because that's where the Barstool headquarters is
Oh, yeah
And I'm still with Barstool
Some people don't know if I am or not what I am
And just because my show is just so
I'm not at the headquarters
So they have like a headquarters in New York City
Where everyone goes in every day
Yeah, I've been in there
And actually like a lot of the people who work for Barstool
Are not there anymore
But I was always there
And then I just left
And people were like
Some people were like
Are you gone?
Yeah, people don't know sometimes
But anyway, so I moved to Florida
COVID and New York City was ass
Oh, dude
They were like
They got way too serious about it
Well, also
They didn't drop the prices
Oh, damn
You know
If you feel like you're being really serious about it
It'd be like
You give relief to some of your people
Yeah, you think you discount people a little bit
You know
It could have just been my landlord
Right
That's true
But anyway
So I got out of New York
It was just kind of crazy
And I was playing golf a lot at the time
I was like
And I dedicated my life to be a professional golfer
I remember that
Yeah
And anyway, so I moved to Florida to pursue that
And I was serious about it
As serious as you could possibly be
And what did that entail?
Like would you get up in the morning and do golf?
Yeah
So this is my whole thing
So during COVID
I played golf for the very first time
Okay
Because my whole life
And this is kind of like you
I've tried to convince you to come play with me
And this is kind of the same thing you say to me
Is like I would tell my friends
I don't want to hold you guys up
Yeah
Like I don't mind coming
But like I don't have any of my own clubs
You're going to have to buy my balls
Tell me the rules
I'm going to stink
And it's going to just ruin y'all's time
And that's not what I'm trying to do
Yeah, I don't want to be like looking for you
Like waving from far away
Or if you guys are having a fun time
I don't want you to
Be like, oh, Caleb's still hitting
Or whatever it is
Yeah
But then finally during COVID
There's no other options
So then I was like
I guess they're like
Caleb, come
What else are we going to do?
And so I played one time
And I was hooked immediately
I was like
This is the best sport
I've ever played in my life
And I grew up playing sports
Football, basketball, whatever
Yeah
I was like
This is my favorite sport I've ever played
And then I was like looking around
I was like looking into it
And I was like
These guys are professional golfers
Are not even that good of athletes
Uh-uh
They don't seem to be
Yeah
There's a lot of fats
Yeah, a lot of fats, dude
I did a couple of them on Broadway
Oh, dude
I saw John Daly one night
Overdose on
I don't even know what it was
Gin, I think
And get carried out of a bar
Like get carried out of a restaurant
Yeah
Not even a bar
What restaurant was it?
It was 1230 Club downtown
Yeah
Now look
It's a great establishment
It's the kind of place
Where you could have so much fun
That you gotta have a
You know
They gotta send an ambulance for you
Because, you know
Your whole vibe is on fire
But, yeah
They had
They had some dudes
Carrying him out
And one dude
Like fire
Like firemen carried him
Yeah
You know
I keep on waiting for this
To like have like a joke in it
But so far
It seems
It seems pretty accurate
To what happened
Yeah
And I just turned it
On one of those people
That's just kind of like
Video on him
I didn't put it up
Because it felt kind of embarrassing
But
Yeah
And
But the crazy thing was
I saw it happen again
Where they carried
John Daly
Out of a ball
Out of a place
I mean
It probably happens to him
Pretty often
Yeah
I think he's definitely
Become kind of like
The cat
Like
He's like the
You know
He's the bag of clubs
Dude
Can you imagine
Have to carry him
Oh
I can't even imagine
You have to caddy him out
Dude
So one time
One time I was in
This is like early on
In my career
And I was trying to figure out
What I was doing
Like
You know
I was working at Barstool
Trying to figure out
What kind of content
I was making
And they're like
Where was my lane
So I was just trying
A bunch of different stuff
So one time
And I love John Gruden
You remember the coach
John Gruden
Oh yeah
You were on an email chain
With him weren't you
I was on an email chain
With him
That I should not have been
I don't even know
How it got on it
Yeah
Yeah
But anyway
So I was like
Alright
This is what I'm gonna do
I'm gonna
And this is when
He was not coaching
He was just doing
His football show
Alright
I was like
I'm gonna do a segment
And in hindsight
And saying out loud
It sounds dumb
And it was
Yeah
I'm like
I'm just gonna find him
Finding John Gruden
Like just find him
And there was no
Like
There was no
Like
Find him
And then I'm gonna
It was like
I'm just gonna find him
And
So anyways
I was like
Doing all this research
Talking to people who knew
And so
Replying to
Bucks fans DMs
Yeah
So I was like
I was like
I'm gonna find this guy
Anyways
I ended up in Tampa
And they're like
He
His headquarters
Is in
The Hooters
The original Hooters
Oh wow
Like that's where
He runs his show from
That's where he shoots
His show from
And so
I was like
Alright
So I went to
The original Hooters
I was at the restaurant
And it's in Tampa
And I was eating
I was like
You guys seen
John Gruden recently?
And they're like
Yeah
Every day
I was like
Well where's his office?
It's in here right?
They're like
Oh no no no
It's in corporate
And that's corporate
Right across the street
Across the parking lot
Wow
So you're there huh?
And did you wear
Something nice?
You just wore
Just regular clothes?
Yeah
I just wore regular clothes
Wow that's cool
Early in my career
Yeah
I wasn't even at the
Closed stage
Of being in your career
And I walked across
The street
And I went into
The corporate office
And I was like
I'm here to see
John Gruden
By the way
Corporate office
Of Hooters
Okay
And
Damn bro
That's the corporate office
Too of the world
When you think about it
It's the corporate office
Of every 11 and 12
And 13 and 14
And 15 year old boy
I mean I still got my hat on
And this was
I didn't even know
We were telling the story today
But anyway
Yeah baby them tits boy
I also hosted
The Hooters conference
This year
Or the pageants
We can talk about that later
But
So I go in there
And
I was like
I want to see John Gruden
They just took me back
They're like
Take it to his office
Yeah
He wasn't there
But his assistant
Gave me a tour
And he's like
What are you looking for
And I was like
Oh
I don't even remember
What I said
Oh
I was here to see him
You know
Yeah
So show me around
The office
This is where they shoot this
This is where he does this
And they're like
This is
John Daly's room
And I was like
What do you mean
John Daly's room
And they're like
And they open it up
It's a
You know like
The Chronicles of Narnia
A wall that has
A bunch of books
And you can push it open
Yeah
It was literally that
You push it open
And it was just
A very small room
Smaller than this room
And it had a
Mattress on the floor
And like a little
Putting thing
And I guess
John Daly lives
In there
Wow really
Inside
Inside John Gruden's office
Inside the Hooters headquarters
And they say
He parks his bus
Out back
And then whenever
He just needs a place
To be outside his bus
He goes in there
Oh wow
So he goes and
Stay