Sebastian Maniscalco | Club Random with Bill Maher
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How did Sebastian get his first gig with Bill Maher?
I don't know who leaves the roaches. Does this happen at your house with your kids?
Uh no, kids don't leave the roaches around. I'm not a big How old are your
kids? Five and three. And uh So when will you start them on marijuana? I was never a big pant guy. I could tell. No, no, I don't mean that as an insult. I know that sounded bad. I could tell. But this could be the night. It could be. I mean, I you never w liked blowjobs before that first guy sucked your dick, right? And I mean I'm just saying the rumors I've heard. No. Um but you n even in high school you didn't uh
No, no. No cigarettes, no pot. Uh then you
probably don't
want to start with this one. No, that looks lethal. Um and here, this is I don't do like uh drinking or any type of drugs when I'm doing these things. Doing what things? Like if if I'm doing a podcast or uh uh a show.
This isn't a podcast. I don't know what they told us. This is just a A little get to get you don't wanna drink at all? No I mean not not even soda? No, water. Just water. Wow, Jesus. And you're Italian? Yeah. You know, your name, I have to say Always sounded to me like an explorer. I've never heard that before. No, I'm sure. Why would anyone have thought it before? But it does Sebastian Monaskalko. Sounds to me. Like it would go in with Columbus or uh, you know, Vasco da Gama. Your name could have been Vasco da Gama. I feel like that could have switched out easily. Um Bartolome Diaz, um Balboa. You see what I'm saying? It just you sounds like you that name I could see as an expl if they if I had learned that name in history class, you know, it's like in fourteen ninety eight
Sebastian the scar. Yeah, uh was the first one to go around the Cape of Good Hope and uh discover you know I don't know. Wakanda.
No, it now that you mention it, it does sound like I've explored the high seas and discovered a lot of stuff back in the day. Aaron Powell Who uh who are your favorite explorers? Um well, um you know what? I'm not versed on a lot of uh explorers. You must have a favorite. I was going to say uh Vespucci. Is that an explorer? Vespucci. Americo the the Vespucci.
Oh Americo Vespuci yes the uh the n Yes, you're right. Yeah y he was uh people uh have the thought that he was just a map maker because that's how we got the name America. Mm-hmm. Uc uh from obviously his first name Americo. But he wasn't an explorer himself. Probably just for the pussy.
Okay.
See I think back then I think explorers were very much the rock stars of their era. You know, like I think they had groupies and uh You know, your latest expedition was like your latest album, I think. I I mean I I'm just I'm just you know, these are the things I think about when I masturbate, you know, about uh the fifteenth century. You have to like, hey, if you see a hot chick in a movie and it takes place in the fifteenth century, it's like, how could I be get with that chick? Oh, I'd be an explorer, of course. And then then, you know, they just they they
They throw themselves at the explorers. Maybe I should start smoking pot. Jesus Christ. Well
no, it's just your name. It's just your name. It is the name of an explorer. But um
So Yeah. I met you, you're not gonna remember this. I was a um I don't even know what you call it. You did a thing called Mob Week. On uh on your old
show. Mob week on politically incorrect. Yeah. That was in the days when Uh it was nineteen ninety nine. It was in the days when T V took ratings three times a year. So you had to do something special during ratings month. So all the shows would do things like travel the show. Something to get people to like to goose the numbers, like, ooh, they're in New York doing Mob Week. And what were you? The guy that they hired to hit me?
We did we were in a warehouse, me, you, and a comedian named Joey Diaz, and it was a promo for the the mob week. And that's and I thought like I hit gold when I got this part. I just got out here in ninety-eight and ninety-nine, I get cast to do a mobster in your show for a promo. I called home, I'm like, this is it, it's happening. I'm in a warehouse with Marr and we're doing uh a mob week promo.
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Chapters
8 chapters
1
How did Sebastian get his first gig with Bill Maher?
0:02–9:59
2
What does Sebastian say about his career anxiety and over‑analyzing?
9:59–20:50
3
Why does Sebastian love the Rat Pack era of Las Vegas?
20:50–33:36
4
What did Bill and Sebastian think of Steve Wynn’s “classy” Vegas experiment?
33:36–45:33
5
How does the conversation compare Vegas to Macau’s gambling culture?
45:33–51:34
6
What parenting challenges does Sebastian discuss about raising kids in the digital age?
51:34–55:56
7
Why does Sebastian avoid saying a certain “R‑word” on the show?
55:56–59:37
8
What are the final thoughts on legacy, the mob, and future collaborations?
59:37–59:54