About this transcript: This is a full AI-generated transcript of Trump & Bill Maher Meeting Goes Horribly Wrong from The Rubin Report, published October 29, 2026. The transcript contains 1,803 words with timestamps and was generated using Whisper AI.
"I mean, I can talk to him just like I talk to any guy at a bar, and he does sound like a guy at a bar. Well, he does. But he just, he seems to, like, go in and out. There are so many moments where he gets it. Let's start with Real Time with Bill Maher on Friday night, because he had, now I can call"
[0:00] I mean, I can talk to him just like I talk to any guy at a bar, and he does sound like a guy at a bar.
[0:04] Well, he does.
[0:06] But he just, he seems to, like, go in and out. There are so many moments where he gets it.
[0:11] Let's start with Real Time with Bill Maher on Friday night, because he had, now I can call her,
[0:19] former White House spokesperson, Caroline Levette, who's just, as you know,
[0:22] she just did an absolutely incredible job for this president and for the country.
[0:27] And she went on for the interview, the pre, you know, not the pre-interview,
[0:33] but the solo interview that they do at the top of the show, and they got into it about Trump.
[0:38] And interestingly, to the backdrop of all of this, Bill Maher did have dinner again with Donald Trump last week,
[0:46] which I wasn't sure if it was fully public yet, but we teased it out a little bit.
[0:49] There's been some fallout on that. We'll get to that in a moment.
[0:52] But first, here is Levette and Bill Maher, who was saying some nice things about Trump during the show.
[1:00] Here they are about how Trump operates, and that if the Dems would just be willing to work with the guy,
[1:07] you'd be having deals cut every which way from Wednesday. Go.
[1:13] More Democrats will actually want to work with the president.
[1:19] He is always the type of guy who is willing to do that.
[1:21] And I think you've seen that yourself in the White House.
[1:23] He does listen when he's in that White House. He looks you in the eye. He never interrupts. He never gets mad. He listens.
[1:30] He does.
[1:31] Yeah.
[1:31] And he surveys the room. I mean, as something that I find, you know, admirable about him is he'll look around the room,
[1:38] and he'll ask the opinions of everyone in it, whether it's a low-level staffer or his chief of staff.
[1:43] He genuinely wants to know how people feel, what they think.
[1:46] And he also feels safe. And for a guy who's they tried to kill three times, I don't blame him.
[1:50] Like they said on 60 Minutes a couple of weeks ago, it is the safest place in America.
[1:54] Yeah. Should be.
[1:55] So he feels... He just... He's just so imperious when he's out of the White House.
[1:59] And when he's there, the total opposite. He never pulls rank.
[2:04] No matter how flippant I get, he never goes, how dare you say that in the White House.
[2:08] I mean, I can talk to him just like I talk to any guy at a bar, and he does sound like a guy at a bar.
[2:13] Well, he does.
[2:15] But he just... He seems to, like, go in and out. There are so many moments where he gets it.
[2:20] Like, I said to him, you know, when you said the Supreme Court, they're voting against me,
[2:26] you know that's not how the Supreme Court is supposed to work, right?
[2:30] It's not about they're not voting for or against you. You appoint them, and then they make decisions.
[2:34] And he went, yeah, I took that one too personal. See what I mean?
[2:38] He gets it, and then he doesn't get it.
[2:39] All right, so we'll get to a little bit more of the fallout of that dinner that Stephen A. Smith and Bill had with Trump in just a second.
[2:46] Because it's apparently, although it sounded like they had a great night together, it's gone a little sideways since then.
[2:51] But what Caroline, the reason I'm starting the show with that clip, is that eight days from now we have this election.
[2:56] And if the Democrats just, at some point over the last 10 years, at any point, if the Democrats had said,
[3:03] you know what, maybe this guy isn't orange Hitler, maybe all of his supporters aren't Nazis, and all of the usual stuff that you guys know about.
[3:11] If they had just taken that position, perhaps he's not that horrible thing.
[3:16] We could be living in the most bipartisan time.
[3:21] If people, people always say they want bipartisan, right?
[3:23] You want a little bit of what the Republicans got, a little bit of what the Democrats got.
[3:26] The problem with that now is the Democrats are so off the reservation that I don't want anything to do with what they have.
[3:30] But people, that's usually what people say, we want something in the center, we want to cut deals, we want bipartisan legislation, da-da-da-da-da.
[3:37] Okay, he was the guy to do it with.
[3:40] Trump would have made deals on literally everything, including building the wall, including deportations, including ICE.
[3:48] He would have made crazy deals on the economy, on benefits, like he would have done it all.
[3:56] You guys created this situation, everyone knows that is true.
[4:01] And the irony is, he still, even right now, 10 years after all of this, he would still cut deals.
[4:09] So here they get into it about crazy California, which obviously has its big gubernatorial election next Tuesday too.
[4:15] And if you didn't see it over the weekend, my interview with Steve Hilton, who, you know, I'm not that into interviewing politicians anymore.
[4:22] He is such a good, decent human being and impressive and knows his stuff inside and out.
[4:28] If you haven't seen any of it, maybe tomorrow we can show a clip or two on the show.
[4:32] But if you haven't seen it, it is up on all the platforms right now.
[4:34] But here they get into it about what's going on at the gubernatorial level in Cali, the mayoral level in Los Angeles.
[4:41] And that if these people would just calm down and stop saying all these horrible things about the guy and threatening to jail him in a couple of years, that he'd cut a deal with them too and help.
[4:52] And I don't worry about the president.
[4:53] Look, he loves our country very much and he wants to make it right.
[4:57] And he has said, you've heard him say this, I will work with Democrats to do what's best.
[5:01] You look at what he's done in D.C. with Mayor Bowser, who's a Democrat mayor, cleaned up the homelessness, cleaned up the crime.
[5:07] The city is beautiful.
[5:08] I've lived there the past two years and saw the transportation.
[5:10] All for that.
[5:11] Maybe your governor should call.
[5:13] Maybe your mayor here should call in L.A. and California would look a lot better.
[5:16] If more Democrats will actually want to work with the president, he is always the type of guy who is willing to do that.
[5:21] And I think you've seen that yourself.
[5:23] Yeah.
[5:23] And again, here's Bill just like, I know that's true, et cetera, et cetera.
[5:28] And of course, D.C., anyone that's been to D.C.
[5:31] I've been there two or three times in the last six or seven months.
[5:34] And it is absolutely fundamentally true.
[5:36] It is a Democrat-run city, which usually had homeless and crazy people everywhere.
[5:42] It is pretty much all cleaned up.
[5:45] And that's because Trump was willing to do something with the Democrat mayor, not because she was going to do it on her own.
[5:51] Now, the disappointing part I have to hit up top here is that I've been saying for months, what will Bill Maher do on his show the Friday before the election?
[6:01] So that'll be this coming Friday.
[6:03] I don't know who his guests are.
[6:04] I don't even know if they've booked the show yet.
[6:05] But will he finally, after all of this, after railing against the left, after saying, we don't want to be a socialist nation,
[6:12] after now having dinner twice with Trump and saying all of those nice things about him, about being on the same side when it comes to the Islamification of our country,
[6:21] on the same side when it comes to free speech and all those things, will Maher get there?
[6:25] And just quickly, as I've always said, in some sense, it doesn't matter which way he votes.
[6:30] It's the signal that he sends to his audience.
[6:32] Well, unfortunately, there was a little bit of critical stuff that Bill threw out on the show.
[6:37] And Trump, I guess, watched it.
[6:39] And I'll just give you some highlights here.
[6:42] It was a 1,300-word post that he put on Truth Social.
[6:48] And I'll just give you, I'm not going to read the whole thing, but I wanted to tell Bill that he's a major pothead.
[6:54] You're not transformative.
[6:55] You're a loser.
[6:56] I never watched your show much, but I will never watch it again because it is nothing more than fake news that America and the world is unfortunately subjected to.
[7:04] He's got to stop the pot.
[7:06] It's very bad for his health.
[7:07] He looked like hell this time.
[7:09] Bill was drunk and had alcohol in his hand as he walked through the White House.
[7:12] After the second dinner, Bill's show was far worse than the first.
[7:16] He went crazy.
[7:17] He's gutless.
[7:18] Bill, don't call anymore.
[7:19] It's useless.
[7:20] And tell Chuck LaBella not to call so much and say how much you love Trump and want to get together because you're a hopeless guy who is just trying to cater to your small group of fans.
[7:30] You're also a coward who's afraid to tell the truth about how well our country is running because of your few fans and how badly the Democrats have done.
[7:36] And almost destroying the USA.
[7:38] All right.
[7:39] I don't really feel like this is kind of disappointing.
[7:42] I don't really feel like doing the drama end of it.
[7:44] So Bill was a little bit critical of some Trump stuff.
[7:46] Trump, obviously, I guess he saw it or someone showed him a clip or whatever.
[7:50] I'm going to go out on a limb here.
[7:52] Phoenix, you want to make a $1 bet with me right now?
[7:54] We're a shiny nickel.
[7:56] Bill is not going to say that he's voting for Trump on Friday night.
[8:01] I'm pretty sure that's not going to happen.
[8:02] Again, it doesn't really matter who he votes for.
[8:05] I certainly hope it would be nice if maybe he would say on Friday, as a Californian, I'm voting for Steve Hilton.
[8:11] That might be nice.
[8:12] I think the Trump thing is a bit of a bridge too far.
[8:14] However, all of that being said, the overriding thing, look, Bill just had Caroline Levitt on the show to say all those good things.
[8:24] Bill's audience hears that.
[8:25] And we'll see whether those nominal liberals who are just that small sliver of people maybe that still don't know which way they're going to go.
[8:34] I guess we will see which way they go.