Jordan Klepper and Grace Kuhlenschmidt cover the fallout from the midterm elections, including Republican reactions to Trump, JD Vance blaming the Iran war, and the victory of combative Republican Anthony Constantino. The tech segment looks at chatbot voting advice, a flying car concept and a robot bodyguard.
In the main interview, New York Times reporter Teddy Schleifer discusses covering billionaires and whether money still decides American politics. He argues that wealthy donors are surprised they don't spend even more, and that dark money and the political status quo benefit both parties' establishments.
He also suggests that meaningful political change takes years, pointing to Texas.
In this episode Jordan Klepper, Grace Kuhlenschmidt, Teddy Schleifer
The transcript of this episode, featuring New York Times reporter Teddy Schleifer on billionaire politics, was made with HappyScribe's AI note taker.
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From the most trusted journalists at Comedy Central, it's America's only source for news. This is The Daily Show with your host, Jordan Clipper.
Welcome to The Daily Show. I'm Jordan Clipper. We got so much to talk about tonight. Democrats keep surfing that blue wave, Republicans are having the worst week ever, and a robot is meddling in American elections. And this time, it's not Mark Zuckerberg. But first, let's get into all the latest midterm fallout in our ongoing coverage of Indecision 2026. It's two days since the midterms wrapped up, and the blue wave continues to wash over America.
The Democrats are up to 252 House seats and counties. They've pulled ahead in the Alaska Senate race, and they're even sure, they're even on the cusp of winning a Senate seat in Mississippi. I was like, I didn't even know Mississippi had Democrats. It's like finding out McDonald's serves a risotto. It just doesn't seem right.
And over in Texas, Democrats flipped everything. They flipped the governor. Yeah, they flipped the governor. They flipped the statehouse. They even flipped George Strait. He's George Gay now. It's the blue wave. A blue wave. It's a huge victory for Democrats, but a somber time for the few Republican survivors.
Texas is blue. That is a hard sentence to utter. As we sit here today, I am the only statewide elected Republican who remains in Texas.
At least until 2:30 when my flight to Cancun takes off. I mean, this video was so dramatic. He makes it sound like he's taking shelter in a Zombie apocalypse. If you're watching this video, it's probably too late. I may already be a trans Muslim. But although Texas was the biggest loss for the GOP, Republicans all over the country are just now coming to grips with how devastating the wave was.
This is the end of the Trump era. Last night, we're done.
It was a blue tsunami. It was an ass kicking.
This is close to an extinction-level event.
The coalition's totally collapsed. I mean, we lost whites? Whites? Whites? Whites? The only people we care about, whites?
He sounds like me when the laundromat up my clothes.
I said whites. Whites. All my underwear is pink now.
In fact, I believe we have footage of Jesse Watters watching someone vote Democrat.
He's white.
Yeah. Now, the only Republican stronghold that held firm was Florida. Much like most of its residents, Florida is where the blue wave went to die. So it might be worth hearing from its governor, Ron DeSantis, about what he thinks went wrong.
I think some of the losses probably could have been mitigated with better governance. This was a rejection of Republicans in Washington.
Whoa. Whoa. Whoa. Well, it kind of sounds like you're criticizing President Trump here. I mean, come on now. This is your guy. This is your brand. You have a decade of merch and idolatry behind him. You don't want to turn on him just because of one little generational collapse. So time to lock in. Right-wing media, hit that refrain. President Trump was right about everything.
None should be spared from blame, starting at the top with Trump himself.
Three big things have happened since President Trump 2.0 took office: unaffordability, chaos, corruption.
They're going to have to learn how to win without daddy on the ballot. Trump sent out a post this morning reminding us that he is still our president. Eh.
Eh? Eh? Is she sassing the president? You don't sass the president unless you're Benjamin Netanyahu or Vladimir Putin. But no. No, not you, Megyn Kelly. This is becoming an actual crisis. If Trump's base is abandoning him, his inner circle has got to close ranks. JD Vance, you're Trump's constitutionally appointed wingman. Back up your boy.
Vice President JD Vance in a stunning post criticizing Republican tactics and trying to distance himself from the Iran war started by President Trump. Vance bluntly writing, "The reason we lost is the war."
Wow. I will say I applaud JD Vance for having the courage to come out against a war one day after 70 million voters came out against the war. President Trump, this is becoming an existential crisis. Everyone is abandoning you. This is the time to come out and show us that you have the focus, the vision, and full command over the direction of where the country is going.
Our country is more successful now than at any time in its history. Watch the beam go up.
Okay. It seems like you're kind of focused on other things here. Look, Tuesday was a bloodbath for the Republicans. And the most tragic part was that we lost so many of our most beloved MAGA characters. Our favorite corrupt adulterer, Ken Paxton. America's highest-ranking Concern troll, Susan Collins. And, of course, Indian Jordan Clipper of a vague Ramaswamy. But so attractive.
But even amongst this carnage, there were some bright spots for the GOP and some potential new rising stars.
In the 21st District of New York, the Republican Anthony Constantino will be victorious.
A rather unconventional candidate. He is a very successful businessman. He has his own company called Sticker Mule. He's also a wrestler and a rapper.
This Poser Mandami, he ain't even from here. He's still a citizen in Uganda, one of the worst, most violent countries on the planet. Hey, Andrew Cuomo, you too. You cornfish. We all remember the bullshit you did during COVID. That's why you lost the primary. Eric Adams, by the way, you too. You corrupt piece of shit.
Wow. He's not your grandpa's Republican. He's your cousin who can't see his kids anymore, Republican. Now, you might be thinking, wow, that is a lot of cursing from a guy who wants to be in Congress. But now that he's been elected, I'm sure his victory speech will be much more gracious and dignified.
Evil media would not tell you what I did. Listen, you scumbags. Yeah. Listen, you scumbags. I had to listen to you assholes. You're a bunch of assholes. Look at that asshole right there. Him. Look at that guy. You're a bunch of assholes. Kay Lisa, another asshole. I want to be clear with you. I'm not a politician.
Yeah, yeah. No, I can tell. We can tell from the number of times you called people assholes in your victory speech. But you know what? Maybe he's right. Maybe everyone in the audience is a total asshole.
My consultants are a little stressed out right now. They're like, "We've never heard this before." It's okay. It's a new day in America.
Anyway, I hear some asshole in the crowd has turned in 10 today. Happy birthday. Hey. Happy birthday. Congratulations. You know what? Look, maybe the Republicans deserve credit because it takes courage to elect the first Gibroni American to Congress. I can't wait to see him drive his Cybertruck down to D.C., get sworn in on a Maxim magazine, and then immediately start hitting on AOC. Hey, Omar, you bipartisan.
A lot of girls are nowadays, you know? Come on. Let's caucus. Let's do it. But maybe he's got some big plans for when he gets to D.C. First, obviously, will be getting himself unbanned from Hinge. But after that, what's on his agenda? Affordability? Health care?
I got to say this. I know it's already been asked, but I think President Trump should consider free and ditty.
Now, little girl in the front, let me explain what a freak off is, okay? Look, all right. Don't worry, though. America, America, please don't worry. I'm sure he won't be in Congress for long. I hear President Trump is looking for a new secretary of war. When we come back, Grace Gullenschmidt will give us the latest in Texas. Don't go away.
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Welcome back to The Daily Show. Technology will one day kill us all. But until then, it's pretty cool. To find out more, we turn to Grace Gullenschmidt in our ongoing segment, Tech Yeah.
What's up, gadget guys, network nerds, and registered tech offenders? I'm Grace Gullenschmidt, proud member of the HTMLQIA community. And this is Tech Yeah, where I tell CPU all about the biggest stories in tech. Now, normally, I don't do politics in this segment because I'm not allowed to vote in 23 US states and territories. Off, Guam. But not voting never really bothered me until I saw this.
More and more Americans are starting to turn to artificial intelligence to help them decide how to vote.
I really felt like a full-fledged, like, involved citizen. And that ChatGPT helped inform my voting for every single position.
Wow. Thanks, neckbeard guy. I didn't even know ChatGPT could do that. Up until now, the only thing I've been using it for is writing cover letters and making family guy porn. Word to the wise, do not mix those up when applying for a job. But using chatbots to vote is just how a healthy democracy evolves. I see no downside to this.
40% of chatbot answers to election questions had at least one factual error. One model gave the wrong Pennsylvania mail-in ballot request deadline.
One chatbot gave the wrong date for Election Day.
In Missouri, ChatGPT included a US Senate seat that is not on the ballot this year.
What? ChatGPT added a Senate seat? See, AI is creating jobs. And I'd like to apply. Just wait until you see what I can make Peter and Lois do. But let's move on to the most important issue in this past election: vehicular aviation.
Elon Musk's Tesla unveiling what it calls a flying car.
It's like something out of Back to the Future. A car scaling this massive curveball and then launching itself into the air upside down, using thrusters mid-air to land softly.
Whoa. Sorry, Alexa. Found my new haul pass. This car is so sexy. It looks like a DeLorean that vapes. God, I want it so bad. Plus, I've always dreamed of driving upside down. Now, every trip to the grocery store can end with me covered in Greek yogurt and raw chicken. And I didn't even buy raw chicken. This car is what's great about technology. It's not about inventing what we need.
It's about inventing what we want. And yeah, Mama wants thrusters. But seriously, I can't wait to fly around New York in this thing.
You're not going to fly around New York with this kind of vehicle.
It'll be the kind of vehicle you take to a private racecourse, not street legal.
This is not necessarily a safety-optimized car, okay? But it takes the fun meter to 11 out of 10.
Wow. That neurodivergent bag of flour is right. Who needs safety when you're breaking the fun barrier? It's like I've always said, seat belts are like the condom of the car. It doesn't feel as good, and I've never used one. But if safety is your thing, there's a new robot that wants to make it his thing, too.
Chinese robotics company Unitree is showing off a new humanoid robot called the Kung Fu Legend Guardian, six foot tall. It is being marketed as a robotic bodyguard.
Yep. This robot is going to be revolutionary for women eating alone on their patio at night in business attire. Pop open the pad thigh and unbutton that pantsuit because Kung Fu Legend will keep you safe. But then, inevitably, you'll begin to fall in love with your loyal protector, slowly seducing him night after night, leaving little hints that you want him. A touch of his arm, a twirl of your hair, the tension of his protection and your desire rising and rising until one night it gets startled by you getting a late-night snack and chops your head off.
Love is a strange thing. And you might be wondering, does this robot do more than kickflip burglars in the tank? It doesn't have to, but it does. No way. He saved that kid from being hit by a car and instead gave him a quick and painless death from blood-forced trauma to the head.
God, what a time to be alive, unlike that kid. Well, that's all the time we have for Tech Yeah. Tune in next time when we decide who has better content, Netflix or your neighbor's doorbell cam.
Grace Gullenschmidt, everyone. When we come back, Teddy Schleifer will be joining me on the show. Don't go away.
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Welcome back to The Daily Show. My guest tonight is a journalist who reports on billionaires for The New York Times. Please welcome Teddy Schleifer. Teddy, you are a billionaire reporter. So close to being just a billionaire. How cool would that be?
<spk:33> You know, you could have stopped talking a few minutes ago and left it at billionaire. I just left it there. How nice would that be? The problems go away, right? <spk:33> I went into media and, you know, it's a great beat. I mean, you get to cover the richest people in the world. I kind of feel like I'm on a safari. You know, I got my binoculars out and I'm watching kind of all these peculiar creatures roam across. Is that because you can't get close to them? You have to have binoculars outside their doors? <spk:33> Yeah. I mean, a lot of these people don't want you to get close to them, and certainly not me. No, but I do think about this as a way of covering inequality, right?
Like, there's people out there who cover poverty, and this is sort of the opposite. Yes. Oh, that kind of inequality, yeah. The people who have nothing, and these are the people who have everything. <spk:33> Yeah, but I feel like if we're going to have, like, debates about taxes, we need to know how much people pay in taxes. Or if we're going to have debates about political influence, you need to know facts about the political influence. And, you know, I think this beat really requires specialists who really understand the way that billionaires operate. Do you have Jeff Bezos's phone number?
Because I'm still waiting on some toilet paper that has not arrived. <spk:33> I'll let him know. I'll let him know. Well, this has been a big week with the midterms. How are billionaires feeling about the midterms and how far their money went? <spk:33> I was talking to someone yesterday who has that amount of net worth. And, you know, they were describing this as worse than 2006. And, you know, for a lot of I know. For them, that's a bad thing. Yeah. Sure. <spk:33> You know, I mean, this is a class of people that is used to being effective, right?
And someone who covers these rich people. I mean, like, in politics, there's sort of this gospel that's told, which is you raise a lot of money, you spend a lot of money, you buy the ads that pull well, and then you win, right? It's like easy. And I think, even as someone who's been writing about this for a while, I think I have to remind myself that that doesn't always work out. Yeah. <spk:33> That sometimes you can really want something, and you can have a lot of money that you want to spend on it and lose. Well, I mean, when you look at somebody like Elon Musk, who poured in almost half a billion dollars, a lot of that to Texas, and got none of the things that he wanted within Texas.
And now he has a governor, a blue governor in the state that he now lives in. Talk to me about the effectiveness. Like, how are we supposed to how are we supposed to analyze this right now? Is money not going as far as it used to? Is it not being utilized in the same. We're talking. When you have a billion dollars, is it going as far as it used to go? But I think, like, you are right. The general narrative was you can raise enough money, you can dump enough money, you can change enough minds. And I look at somebody like Elon Musk, who had that much money in Texas.
He also has the algorithm that is beaming into a lot of people's faces that can control those narratives. And these narratives around somebody like Talarico, Tallafrico as they tried to label him, getting people caught up in these culture wars. Frankly, I thought it would be more effective than it seemed to have been. What happened there from your perspective? <spk:33> Well, last night, Elon Musk deleted a tweet of his. It said, "Vote red." And then that tweet just somehow disappeared. So that's the most introspection I think you're going to get from Elon Musk, which is, like, the deleted tweet.
And I'm joking, but also not. Like, Musk deletes tweets at times, you know, with no fanfare. And he knows that people notice when he deletes his tweets, obviously. And I think it actually is a reflection of what he's privately thinking. It's like a diary, but the diary explodes, right? You can't actually read the diary because it doesn't exist anymore. The deleted tweets tell us something. Musk is the world's richest person. The amount of money he spends, $500 million to him, who cares? But I think it speaks to a realization that he's had, based on my reporting, that he realizes him being the main character hurts himself, hurts his own policy goals.
You may remember last year he went to Wisconsin and made this huge thing about this judicial election being essential to saving Western civilization. He said that if this conservative lost, then the world was over. He put on a cheese head hat and was like, you know, in Packer's paraphernalia. It was a whole thing. He was handing out these huge, massive, oversized checks. He lost that race. And I think he's beginning to realize that he is more effective in the shadows, as lots of billionaires have, which is it's better to be quiet. You can still be kind of a power broker or a puppeteer or whatever, but don't tell people about it.
Is that the lesson somebody like Elon Musk is going to take from this? I mean, it's crazy how much money he spent on this election. But if you look at, like you said, it's a pittance for Elon Musk. I think the average like, for somebody who makes $400,000 a year, correct me if I'm wrong, ballpark that, he spent the equivalent of a couple hundred dollars on the election. So does Elon Musk go away from this election, not getting the results that he wanted? He has a lot of businesses that are affected by the governance. Does he go away and think, like, I need to spend more money, but I need to this needs to be dark money, and it's money that people can't trace?
Is that the mindset that the billionaires have now? <spk:33> I'm often amazed people don't spend more. Yeah. <spk:33> You know, if you believe that Western civilization depends on this judicial election in Wisconsin, like, why are you only spending $45 million, buddy? Like, add some zeros. And I think there's a sense that some Republican politicians love to quote that there's more money spent each year on toothpaste or on Halloween candy than there is on elections. But politics matters. Policy obviously matters. And if you believe that, you know, abortion access is super important or low taxes are super important or education reform is super important, like, you should be willing to spend billions of dollars.
And I think that, you know, lots of donors I talk to and billionaires I talk to think about their political giving as philanthropy. You know, and I know that might sound ridiculous if you disagree with them, right? And, like, but they think about it as a way of using their money to make an impact on the world, just like they do with charity. Well, you see the Democrats who have this blue wave, who were huge beneficiaries of dark money in this campaign. <spk:33> Yeah. Is that correct? Like, in fact, they were using they had more dark money than Republicans at one point in April? <spk:33> Yeah. I mean, I'm not allowed to talk about it because I'm, you know, part of the dark money industrial complex.
But, no. Clearly, I don't really know what I don't know on that front, frankly. I mean, like, there is so much money that comes in to super PACs. Because that is the point. Like, super PACs, you have to at least. <spk:33> Disclose it. You have to disclose it right there, right? But it's sort of unlimited for corporations. Dark money, at this point, you can just dump as much as you want and nobody can find out. Like, how are as a reporter, how are you tracing something like that? <spk:33> There are ways to kind of see maybe, like, the top of the grass on that. But, like, so much of the political system, I think more so on the left now than on the right, is dark, opaque.
You know, nowadays, if you want to support a candidate, doing it through disclosed money kind of makes you a sucker. I mean, like, you can do this stuff through there's a whole, you know, world of accountants and lawyers and operatives who are experts in the dark arts here. And if you want to be disclosed, it's basically a choice. It's an option to be disclosed. And. You're like showing off at that point. <spk:33> Yeah, yeah, yeah. But are you if you're donating to a super PAC and not through dark money, are you doing that because you're signaling to the politicians that you have the money?
Are people who are giving dark money and sneaking it in that way, they're also signaling to the politicians, correct? <spk:33> Yeah. I mean, their politicians know about the dark money. I mean, like, let's take Trump, for example. You know, Trump has been proudly and maybe you could argue candidly transactional in how he thinks about political giving in exchange for favors. My colleagues have really done a lot of reporting on the pardon industry, for instance, where you donate a million dollars, you get access to a dinner with Trump, and then maybe you get a presidential pardon for your son or your business colleague.
Just classic business right there, guys. <spk:33> But a lot of that is based on the idea that you want Trump to know and you want the public to know that you gave a million dollars to this. And Trump, in the Republican circles now, I feel like there's less dark money because Republicans had more to offer you if you gave publicly. Now the Democrats are controlling Congress. I wonder if that'll flip. What do you think? Do you think there will be campaign finance reform? Will Democrats pursue that or? <spk:33> I don't. You don't. Sorry. <spk:33> No.
No. I think at this point, you know, 15 years after Citizens United, which is basically what started this whole era, so much of the incumbent Democratic establishment likes the status quo. They won't admit that to you or to voters, but I think there is a whole world of progressive billionaires and their attendant operatives and lawyers and accountants who thrive on this, who basically have created, you know, a multibillion-dollar industry around keeping the status quo the status quo.
And voters might not like it, and most voters in both parties don't. But the powerful like it. I'm curious what your take is on California had a ballot measure, essentially the wealth tax, to tax billionaires. And it looks like it's not going to pass. Is that an example of money working? <spk:33> Yeah. I mean, and Elon Musk should wish that he had the political influence that these guys in California have. They spent a ton of money.
Like, what is a ratio where the other number is zero? It's like infinite, right? You know, if it's 333 million to zero, it's like they spent infinitely more money. That's basically what the billionaires did in California. They were going to pass this tax, which was going to allow you a 5% assessment on the billionaires' fortunes. So if you're worth $100 billion, suddenly you've got to pay up five. What's cheaper than paying up five is donating $4.99 to kill it. And that's basically what happened. All these billionaires banded together in California to it's not officially called yet, but it looks like the billionaires' tax in California is going to lose because of direct democracy.
Wow. This might be a shock to you, but I'm not a billionaire. I think I hear a lot of this. And, you know, there are elements in their stories this week about what happened with the midterms that does feel like people were open to changing their minds. It does feel like people are holding some politicians accountable for some of the actions that they've taken. And yet we are in this Democratic system where the billionaires have such an outside control of the Democratic process.
As a non-billionaire, it feels I become nihilistic and I feel like I have no true say, that we are still just pawned in the large money game. Like, what do you say to a pessimist who hears these things, who reads the billionaire beat and feels like it's still all a sham and rigged and we're just playing by somebody else's rules? <spk:33> Yeah. I mean, I get it. I mean, ultimately, like, the a lot of Democrats this cycle, like James Talarico, he mentioned, talked about, like, up versus down versus left, as opposed to left versus right.
There's a sense, I mean, like, amongst the very, very wealthy, even if you're far left or far right, Elon Musk or whomever, you benefit from the status quo. In a lot of ways, the status quo is the status quo because you made it the status quo, right? And I guess the best advice I can offer Jordan is that, like, change happens very slowly. Like, I'm not I see my job and my role in the system as to expose what is, and then people here can change it if they want to. But, like, these things happen very, very, very, very slowly.
And, like, you know, you're talking about Texas. Like, I started my career covering Texas politics 11, 12 years ago now. And, like, everyone was so excited about Texas turning blue. And then suddenly it never happened. It never happened again. It never happened again. It never happened again. And then it happened, right? So sometimes 12 years is what it takes to create change. And it might take a couple centuries here, but. A couple centuries? A couple millennia? Do you think we got that much time, my friend? Teddy, well, I look forward to someday as the billionaire man for you can cover me and all of the wealth that I have so that I can use it to wield good in the world.
Thank you for your insights. Billionaires Reporter for The New York Times, Teddy Schleifer. We'll take a quick break. Be right back after this.
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That's our show for tonight. But before we go, are you tired of the rising prices of everything? Well, Pluto TV has your comedy central favorites and so much more, all for free. Download the Pluto TV app today. Now, here it is. Your moment is at.
We're still counting up here. We take a kind of different approach. We treat this process more like sex. Finishing first and early is not the main goal. We prefer to take it slow, kind of do it right. And hopefully at the end, everybody involved is satisfied. So.
I was not prepared for that analogy.
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Republicans mourn the midterm results with some light criticism of Trump, JD Vance blames the Iran War for the blue wave, New York elects potty-mouthed Republican Anthony Constantino, who wants Trump to free Diddy, and Jordan Klepper wonders if the president's beam will be strong enough to support MAGA's cracks.
Grace Kuhlenschmidt gets into the biggest headlines in tech: Americans get unhelpful voting tips from ChatGPT, Elon Musk's new "flying" car takes a safety-last approach, and a Kung Fu robot bodyguard can kickflip burglars in the taint.
New York Times reporter Teddy Schleifer joins Jordan to discuss what it’s like covering the billionaire beat and if money is losing its power in American politics. Schleifer shares how the ultra-wealthy think about political giving and why he’s surprised they don’t spend even more. He also explains how the world of dark money plays an outsized role and why both parties’ establishments quietly benefit from the status quo, even if most voters can’t stand it. Plus, he shares why he thinks real change takes years, pointing to Texas where people waited over a decade to see it turn blue.
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