Big Jay Oakerson is a stand-up comedian, podcaster, and on-air personality. He co-hosts "The Legion of Skanks," "Story Warz," and "The Bonfire." The first installment of his new crowd work special, "Them," is now available on YouTube. The second part, "They," premieres April 20. www.bigjaycomedy.com https://www.youtube.com/watch?v=T12MMZ69Z2Y Visit blackriflecoffee.com/joe-rogan and use code ROGAN for 30% Off Don’t miss out on all the action - Download the DraftKings app today! Sign-up using dkng.co/rogan or with my promo code ROGAN. GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY). Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD). 21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT/OR/NH. Eligibility restrictions apply. On behalf of Boot Hill Casino & Resort (KS). 1 per new customer. $5+ first-time bet req. Max. $200 issued as non-withdrawable Bonus Bets that expire in 7 days (168 hours). Stake removed from payout. Terms: dkng.co/dk-offer-terms. Ends 3/30/25 at 11:59 PM ET. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Chapter 1: What inspired Big Jay Oakerson's choice of style?
Yeah, it's getting carried away. I went to go. I had a cold, and I think I blew my nose one of them out. So then I went to go get it re-put back in, and I was like, throw another one in there while you're at it. Fuck it. It's me fighting age, I think. Is that what it is? Yeah, yeah.
There's something weird when you're fighting age. Like, you know you're doing it, but you can't help it.
Oh yeah, absolutely. Like when people make fun of the way I dress or whatever, coloring my hair, my piercings. And they always like, is it going to change at some point? And I am hitting an age where I'm like, I can't just do a hard shift one day. But it is funny to think like, I can't see myself at 65 doing some of the stuff. Yeah, yeah. I don't know.
Why not? Who gives a shit?
You can, but it's also like, I feel if I saw it, I'd have a million and one jokes about it. Right. But it's still at the end of the day, you're like, you know, I'd walk out and go, oh, I forgot my pocket scarf. I got to go back upstairs.
As long as you're still funny, you can pull it off. But when you're bombing with red hair and three nose rings. Shit, that's true. It becomes an issue.
That is true.
As long as you stay funny.
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Chapter 2: How did Big Jay Oakerson start in comedy?
That's why I think when I first started, I tried to blend in whatever I was. I started in that black circuit. So like I had so much FUBU shit on.
Oh, there you go.
And just like, yeah, jerseys and stuff. So I definitely played it up. The funniest was having a big silver chain with a cross and I'm Jewish. Wow. I just really was like, I think they'll like me more if I have a cross.
When I first started, I thought you had to dress like those guys on Evening at the Improv. So I got a blazer and I rolled the sleeves up and I had like a wacky t-shirt that I wore.
The costume?
Yeah, the costume. You have a button on your blazer, some wacky button.
I watched all those shows growing up, even the improv, Caroline's Comedy Hour. The evolution of comedy is insane.
It's pretty insane, yeah.
The evolution, just like the fact that these guys, I've watched, I'll always laugh and go back, Bill Kirshenbauer, do you know that? That was the guy. I don't remember him. He was the coach on a sitcom. He got a sitcom called Just the Ten of Us where he had like eight kids or something. He was like a coach. It was a spinoff show of some sort, but he was just like a zany comic.
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Chapter 3: What are some memorable moments from Big Jay's comedy career?
I'm just picturing you in black loafers on.
And a short sleeve like blue button down shirt. It looked ridiculous. And it was so dramatic. It's also funny too doing it as long as I have now. 27 years I think I'm doing it. Like the hilarious like fake emotion you put into things. I remember having my daughter was a baby when I did New Faces, and talking to the picture backstage before I went on stage. Like, all right, we're gonna go do it.
And then had a mediocre set, and all I got from New Faces was like a MTV2 talking head one-off. Like, what were they thinking? What were they wearing? MTV2 Presents.
You remember those things? Where you would just start talking shit about people?
That's it. Yeah, and they would just clip it up. They took they wouldn't. I did a couple of them. They didn't air most of it. And the one I always remember, because when I would go back to MTV for anything, they would always be like, we still pass the like the segment around of you doing that. What were they thinking?
Yeah.
And it was Fiona Apple on an award show years ago.
to accept her award she got there and started quoting she's like the great Maya Angelou or something and I was like Maya Angelou I was like what is she talking about Maya Angelou for look we all loved her as Wheezy Jefferson and I enjoy her pancake syrup but and then they were like yo you can't call Maya Angelou Aunt Jemima I'm like but I'm kidding but I'm kidding though I know who Maya Angelou is wasn't it funny they took Aunt Jemima off of Aunt Jemima but that was an actual lady who was an entrepreneur and
Yeah, and they just could get rid of it because no one's paying attention to why. No, they just decided it was racist.
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Chapter 4: What is the controversy surrounding Aunt Jemima and Uncle Ben?
It really is the explanation is like, yeah, it's a different time.
He had some just weird shit, man. Like he like riding on giant women. You ever see the documentary they did on him?
No, but I know what it is. Yeah. I've never seen it.
It's very interesting. It's because his brother is super weird and his mother is super weird. And, you know, here's this guy like wearing a tie and he's real pervert. And he's like openly a pervert, but like a brilliant artist.
That's great, yeah.
I feel like fascinating.
I've heard of it before. It is amazing, though. I went to a musician's house for New Year's Eve when I first moved to New York, so 20-some years ago, and he just invited me and Kurt Metzger, and we went to his apartment, and it was covered in, like, Sambo paintings.
Oh, jeez.
There was, like, black people at the party. It was just like, yeah, it's art, and I'm like... I don't know if I'd cover my house in something I had to explain every one of them to people. I go, no, no, no, no, no, no, no.
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Chapter 5: How does Big Jay Oakerson view the evolution of comedy?
They're like, white power. All right. I got social studies in a few minutes. On campus. I got to go. Oh, my God. Hey, can you finish nailing these crosses together? What year is this? 95. That's so crazy. Yeah, right when I graduated high school. And I take her to see this movie, and it said the movie is Michael Rapport joins the skinhead group, black people on this campus, a lot of things.
There's like a black party going on. I think a white kid tried to rape a girl, Christy Swanson, and then all the black guys go to help. And they kind of beat up the kid who raped her. And then the cops, of course, come and get mad at the black people and save the rapist. Then Michael Rappaport goes nuts, goes on top of the school and starts picking off black people.
In a 90-minute arc.
Oh, yeah. Starts picking off black people. One of them kills Omar Epps' girlfriend, Tyra Banks.
Oh, God.
And then he gets into a fight. Omar Epps and him get into a fist fight. And then the cops break it up, start beating the shit out of Omar Epps. And then Michael Rappaport pulls a gun out on the cops when they're trying to stop him. And I know the scene's trying to be like, they're trying to keep the situation calm so nothing more crazy happens. But they're going like, it's okay, son.
Everything's gonna be okay. We're okay. You know, while he's like holding the gun and then I think Michael Rappaport kills himself is how that ends. And then at the end, there's like a concert happening and they just put the word unlearn across the screen. And you can just hear black people in the audience go,
what the fuck and i was like yo let's go let's go and she was like what i was like no no no let's go like do not let these credits start let's get in the car and i mean i don't know how bad it got out there but it was a yelling a lot of yelling it was an inflammatory movie wow there's no point in a movie where a white person got their their due it was always like a white person fucks over black people and then the cops are like wow you're fine hey shit happens man
You can make a movie like that before the internet.
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Chapter 6: What was it like for Big Jay to appear on shows like 'Opie and Anthony'?
Just go to the gym and do the work. Shut your mouth and stop it with your BBL.
And listen, I'll put it out there again. Unless the crowd pays for it, I will get a fat ass.
Here's the thing. I think there's other ways to do it. This was my question because I know there's an implant as well. Yeah. So there's butt implants, which is kind of even crazier because then you're taking the risk of having something, a foreign object in your ass where everyone's scared to get cancer.
Like if you're scared to get cancer, what's the place you're scared to get the cancer the most? Ass cancer. You don't have to shit in a bag, you know? So, like, you're thinking about these plastic things that you've inserted into the muscle tissue surrounding your... What kind of inflammation is going to be caused by that? What about the plastic leaching into your body as you're in the sauna?
What the fuck are you doing?
Yeah. It's a weird thing. You know, I can't believe they still haven't perfected dick surgery, dick lengthening or thickening surgery. But what's crazy is there are procedures and people get them. Yeah. I couldn't imagine getting a procedure that's been done like 30,000 times.
Wait, here's the thing, man.
You didn't want to be the first tonsillectomy and that's like routine.
Isn't it kind of shocking that no one's figured out a way to make a bigger dick? It's kind of shocking.
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Chapter 7: What does Joe Rogan think about work-life balance and success?
It was so much so fast.
How does he cheat? Unless he's the star of the film where they follow him every step of the way.
It was a clockwork orange for black people. Oh, boy. For 90 minutes, you just bleh. Yeah.
Michael Rapaport as a skinhead is hilarious.
You got to see when the cop, it's when the cops have him at the end and they're like, son, everything's going to be fine. You're white.
Oh my God. Oh my God. Rappaport does a really good job of complaining about things. He's always got something that he's fucking screaming and yelling about.
He's pretty hyped about Israel, it seems. It seems like it, yeah. I've only seen him hyped about two things, Israel and Ari. Those are the only two things I've ever hyped about Michael Rappaport. And also, I think the rising of the black race also, I think, pissed him off, it seems, in that scene.
In that scene, but to his credit, that was the 90s.
Yeah.
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Chapter 8: How does Big Jay Oakerson handle the pressure of performing?
Dude, Welcome to the Jungle, to this day, I'll hear that song and go, God damn, that was a fucking good song.
I took my parents to see it in Madison Square Garden, and it was such a weird... I got so strained. The things I get emotional about are ridiculous. I got like teary-eyed emotional when it starts Welcome to the Jungle. You know, they start playing the riff. And I got immediately teary-eyed because I was like, it just took me back immediately to a time. It was like a time travel.
And I was like, holy shit, I'm like 11, 12 years old and got this album. And my mom was like, what is that shit, you know? And now my mom's like here with me watching them as a classic rock band.
86. 86.
I remember being right out of high school at the gym lifting weights the first time I heard it. They were, you know, at the gym, everybody would just play what's on the radio, you know, WCOZ. And we were listening to the, I think it was WBCN, the Rock of Boston. Appetite for Destruction, 87. Yep. So that was two years out of high school.
And I was like, wow, listen to this.
Do you know the first time I heard it, and kind of backwards tracked it from there, I think it came out, pretty sure it came out first, was the movie Deadpool. Oh, yeah. The Deadpool, Clint Eastwood.
Yeah, yeah, yeah, yeah.
And the scene was pre-famous Jim Carrey plays a rock star junkie, and they're shooting his music video, and the song they're using is Welcome to the Jungle. Really? Yeah. You can see it's pretty popular to see. If you look that up, the Deadpool, the Deadpool Jim Carrey.
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