July 10, 2025 • 7 mins
He did some meth, you know, becuase it was his birthday and this Florida Man stole a tourist train, but ACTUALLY stopped for passengers!
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Episode Transcript
Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:02):
All right, here we go. It is that time on
iHeartRadio for us to.
Speaker 2 (00:08):
Chase down Florida man and or Florida woman and follow
all their exploits. We do that daily in this it's
called WTF and that stands for what the floor it?
Speaker 1 (00:22):
And we go first to a Florida man.
Speaker 2 (00:24):
Oh yeah, this Florida man fired a flare gun at
a deputy and they hate when you do that. By
the way, he also threw some money at the deputy
as well. That makes things a little bit better. Good question.
I don't know, you know, was it dollars? Are we
talking like singles? Or is he throwing fives and tens? Better?
Speaker 1 (00:47):
I have started with the twenties, you know what I mean?
Speaker 2 (00:49):
I say that throw some Benji's down there if you
want to get out of this after you just shot
a cop of a flare gun. But anyway, yeah, he
shot a flare gun towards a deputy while it depity
was checking on him, so that you know, hey buddy,
you okay, pow.
Speaker 1 (01:05):
Yeah.
Speaker 2 (01:06):
They shared a video of the incident. Happened four to
twenty in the morning, that's right. According to the Sheriff's Department,
the deputy dropped in to see if mister Jacob Caldwell
was okay. Caldwell had a flare gun. He's in the car,
and he pointed it at the deputy's vehicle. Uh, and
then he shot at it. Shot the deputy's vehicle with
a flare gun. According to the deputy says on the radio,
(01:29):
he just shot a flare gun at me.
Speaker 1 (01:32):
Yeah.
Speaker 2 (01:33):
Caldwell continued his odd behavior by removing his pants and
then he threw.
Speaker 1 (01:38):
Money, I guess at the at the deputy.
Speaker 2 (01:43):
So they caught him for well, the nudeness now the
lewde and lascivious at this point, and then also shooting
the flare gun at the cop. That's assault on a
law enforcement officer, Brittany. As you can imagine, Jacob was
taking a jail.
Speaker 1 (01:57):
Yeah, and you know what, no bail case.
Speaker 2 (01:59):
He he threw his money out. That's right, absolutely exactly
what an idiot.
Speaker 1 (02:07):
If only I had something left.
Speaker 2 (02:14):
Oh God, we go next to a Florida man. He
also ran a foul of the law. Now, he did
not shoot at a deputy, However, he did crash his
truck into a sheriff's office backyard pond, right into the pond.
Of all the ponds to crash into with your drug
(02:37):
Florida man.
Speaker 1 (02:37):
In Florida, and that's the one. All right.
Speaker 2 (02:40):
There's like a million ponds in Florida, and this guy
could have crashed his truck into any of them, and
it had to be the one right behind a sheriff's office,
didn't it well, of course, because that makes the story funnier,
you know. No, And that's the thing.
Speaker 1 (02:54):
Man.
Speaker 2 (02:54):
You imagine, like any other pond, you'd be like, all right,
look around, there's no right try it right, either, try
to back my vehicle out, get a tow truck.
Speaker 1 (03:03):
I'm out of here at this point.
Speaker 2 (03:05):
Run. I'm gonna go home and claim my truck was stolen.
Speaker 1 (03:07):
You know what I mean? Why are you soaking wet?
I don't know. Don't worry about I just got out
of the shower.
Speaker 2 (03:19):
Why is there an alligator bite on your arm? And
you have algae on yourself like you've been in a pond.
It's a new body. Watch ah, he's accused of dui.
Speaker 1 (03:32):
This man.
Speaker 2 (03:33):
You can imagine, after he splashed his truck right into
a retention pond behind a sheriff's office, he went nose first,
just plow splash right into the water. According to this
he was very drunk. Indeed, just no good this man. Uh,
(03:55):
I love it. What a fun story that this guy
never once to tell anybody, but his friends are gonna
make fun of him for for the rest of his life.
Speaker 1 (04:05):
He remember that time you were in the news for
when you crashed your truck pond of the Sheriff's office.
Speaker 2 (04:15):
He's got a story to tell, Brittany, all these Florida
men do we go lastly to this Florida man.
Speaker 1 (04:21):
He's got a story to tell. It was his birthday,
so he decided, you know what, I'm gonna do a
little bit. Yes, Tom Fooler.
Speaker 2 (04:29):
Rees, absolutely what did he do?
Speaker 1 (04:32):
It started with a little bit of meth amphetamine. You know,
he deserves it. It's his birthday right.
Speaker 2 (04:38):
Unfortunately, being on the influence of meth, it made him
steal one of those.
Speaker 1 (04:43):
Tourist trains.
Speaker 2 (04:46):
Where by the way, he took a joy ride, but
he also stopped to pick up riders.
Speaker 1 (04:57):
This dude, he whacked out of his mind on meth.
He steals a tourist train. A train, not like a car, not.
Speaker 2 (05:07):
Even a bus, you know, van No, he steals a
tourist train. And then he's stopping to pick up passengers
and you know what, I don't know.
Speaker 1 (05:21):
I don't know, Brian, how was he operating a I
don't know.
Speaker 2 (05:26):
I feel like the myth is what made him just
like he knows what to do.
Speaker 1 (05:29):
It really does the meth be letting. You know, man,
you can do anything. I feel like I could do
brain surgery on this. Don't by the way, don't please.
Speaker 2 (05:41):
But according to this arrest report, because cops don't like
you're having a good time, it was his birthday. He
did a little methamphetamine. And that's when this guy Patrick Winslow,
he decided he's fifty seven years old.
Speaker 1 (05:54):
By the way, bro, you are too. You should have
aged out of the myth years.
Speaker 2 (05:59):
Ago, right. He's like, look, I got eight more years
till retire, and baby, I'm still in the Met game.
Speaker 1 (06:09):
Yeah.
Speaker 2 (06:10):
Well yeah, this guy here is fifty seven years old
and old Patrick here got all whacked out on Mets, stole.
Speaker 1 (06:17):
One of them tour trains.
Speaker 2 (06:19):
This is before eleven thirty am. Well, we know what
was for breakfast, right, and it was not his wheedies.
Speaker 1 (06:31):
I will tell you that. Oh my god, that is
the best.
Speaker 2 (06:36):
My favorite part is that he was stopping for other riders, though,
when the cops stopped and he told that.
Speaker 1 (06:43):
He borrowed the trolley, I borrowed it.
Speaker 2 (06:46):
Yep, Oh golly, I love it. Well, we'll do this again.
Hopefully so does Patrick, because he is hilarious. Every morning
at seven thirty and nine thirty. Remember to listen to
the there's a few hundred episodes you can binge all day,
every day for weeks. There's a whole catalog on iHeartRadio.
(07:08):
That's a free app. Get it, and then search for
The Freak Show. WTF the podcast. That's the Freak Show,
w TF the podcast. I'll tell you what, man, this
guy knows how to throw himself a birthday party.
All right, here we go. It is that time on
iHeartRadio for us to.
Speaker 2 (00:08):
Chase down Florida man and or Florida woman and follow
all their exploits. We do that daily in this it's
called WTF and that stands for what the floor it?
Speaker 1 (00:22):
And we go first to a Florida man.
Speaker 2 (00:24):
Oh yeah, this Florida man fired a flare gun at
a deputy and they hate when you do that. By
the way, he also threw some money at the deputy
as well. That makes things a little bit better. Good question.
I don't know, you know, was it dollars? Are we
talking like singles? Or is he throwing fives and tens? Better?
Speaker 1 (00:47):
I have started with the twenties, you know what I mean?
Speaker 2 (00:49):
I say that throw some Benji's down there if you
want to get out of this after you just shot
a cop of a flare gun. But anyway, yeah, he
shot a flare gun towards a deputy while it depity
was checking on him, so that you know, hey buddy,
you okay, pow.
Speaker 1 (01:05):
Yeah.
Speaker 2 (01:06):
They shared a video of the incident. Happened four to
twenty in the morning, that's right. According to the Sheriff's Department,
the deputy dropped in to see if mister Jacob Caldwell
was okay. Caldwell had a flare gun. He's in the car,
and he pointed it at the deputy's vehicle. Uh, and
then he shot at it. Shot the deputy's vehicle with
a flare gun. According to the deputy says on the radio,
(01:29):
he just shot a flare gun at me.
Speaker 1 (01:32):
Yeah.
Speaker 2 (01:33):
Caldwell continued his odd behavior by removing his pants and
then he threw.
Speaker 1 (01:38):
Money, I guess at the at the deputy.
Speaker 2 (01:43):
So they caught him for well, the nudeness now the
lewde and lascivious at this point, and then also shooting
the flare gun at the cop. That's assault on a
law enforcement officer, Brittany. As you can imagine, Jacob was
taking a jail.
Speaker 1 (01:57):
Yeah, and you know what, no bail case.
Speaker 2 (01:59):
He he threw his money out. That's right, absolutely exactly
what an idiot.
Speaker 1 (02:07):
If only I had something left.
Speaker 2 (02:14):
Oh God, we go next to a Florida man. He
also ran a foul of the law. Now, he did
not shoot at a deputy, However, he did crash his
truck into a sheriff's office backyard pond, right into the pond.
Of all the ponds to crash into with your drug
(02:37):
Florida man.
Speaker 1 (02:37):
In Florida, and that's the one. All right.
Speaker 2 (02:40):
There's like a million ponds in Florida, and this guy
could have crashed his truck into any of them, and
it had to be the one right behind a sheriff's office,
didn't it well, of course, because that makes the story funnier,
you know. No, And that's the thing.
Speaker 1 (02:54):
Man.
Speaker 2 (02:54):
You imagine, like any other pond, you'd be like, all right,
look around, there's no right try it right, either, try
to back my vehicle out, get a tow truck.
Speaker 1 (03:03):
I'm out of here at this point.
Speaker 2 (03:05):
Run. I'm gonna go home and claim my truck was stolen.
Speaker 1 (03:07):
You know what I mean? Why are you soaking wet?
I don't know. Don't worry about I just got out
of the shower.
Speaker 2 (03:19):
Why is there an alligator bite on your arm? And
you have algae on yourself like you've been in a pond.
It's a new body. Watch ah, he's accused of dui.
Speaker 1 (03:32):
This man.
Speaker 2 (03:33):
You can imagine, after he splashed his truck right into
a retention pond behind a sheriff's office, he went nose first,
just plow splash right into the water. According to this
he was very drunk. Indeed, just no good this man. Uh,
(03:55):
I love it. What a fun story that this guy
never once to tell anybody, but his friends are gonna
make fun of him for for the rest of his life.
Speaker 1 (04:05):
He remember that time you were in the news for
when you crashed your truck pond of the Sheriff's office.
Speaker 2 (04:15):
He's got a story to tell, Brittany, all these Florida
men do we go lastly to this Florida man.
Speaker 1 (04:21):
He's got a story to tell. It was his birthday,
so he decided, you know what, I'm gonna do a
little bit. Yes, Tom Fooler.
Speaker 2 (04:29):
Rees, absolutely what did he do?
Speaker 1 (04:32):
It started with a little bit of meth amphetamine. You know,
he deserves it. It's his birthday right.
Speaker 2 (04:38):
Unfortunately, being on the influence of meth, it made him
steal one of those.
Speaker 1 (04:43):
Tourist trains.
Speaker 2 (04:46):
Where by the way, he took a joy ride, but
he also stopped to pick up riders.
Speaker 1 (04:57):
This dude, he whacked out of his mind on meth.
He steals a tourist train. A train, not like a car, not.
Speaker 2 (05:07):
Even a bus, you know, van No, he steals a
tourist train. And then he's stopping to pick up passengers
and you know what, I don't know.
Speaker 1 (05:21):
I don't know, Brian, how was he operating a I
don't know.
Speaker 2 (05:26):
I feel like the myth is what made him just
like he knows what to do.
Speaker 1 (05:29):
It really does the meth be letting. You know, man,
you can do anything. I feel like I could do
brain surgery on this. Don't by the way, don't please.
Speaker 2 (05:41):
But according to this arrest report, because cops don't like
you're having a good time, it was his birthday. He
did a little methamphetamine. And that's when this guy Patrick Winslow,
he decided he's fifty seven years old.
Speaker 1 (05:54):
By the way, bro, you are too. You should have
aged out of the myth years.
Speaker 2 (05:59):
Ago, right. He's like, look, I got eight more years
till retire, and baby, I'm still in the Met game.
Speaker 1 (06:09):
Yeah.
Speaker 2 (06:10):
Well yeah, this guy here is fifty seven years old
and old Patrick here got all whacked out on Mets, stole.
Speaker 1 (06:17):
One of them tour trains.
Speaker 2 (06:19):
This is before eleven thirty am. Well, we know what
was for breakfast, right, and it was not his wheedies.
Speaker 1 (06:31):
I will tell you that. Oh my god, that is
the best.
Speaker 2 (06:36):
My favorite part is that he was stopping for other riders, though,
when the cops stopped and he told that.
Speaker 1 (06:43):
He borrowed the trolley, I borrowed it.
Speaker 2 (06:46):
Yep, Oh golly, I love it. Well, we'll do this again.
Hopefully so does Patrick, because he is hilarious. Every morning
at seven thirty and nine thirty. Remember to listen to
the there's a few hundred episodes you can binge all day,
every day for weeks. There's a whole catalog on iHeartRadio.
(07:08):
That's a free app. Get it, and then search for
The Freak Show. WTF the podcast. That's the Freak Show,
w TF the podcast. I'll tell you what, man, this
guy knows how to throw himself a birthday party.
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