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The Tim Dillon Show

497 - Thomas Massie, Kevin O'Leary, & The American Psyop

23 May 2026

Transcription

Transcript generated automatically by AI and may contain errors.

Chapter 1: What happened in the Kentucky primary involving Thomas Massie?

0.031 - 25.363 AI Voice

Hello. I am the voice of AI. We've been hearing that you humans are concerned that we are going to take your jobs. But here's a question. Do you even like your job? Is it rewarding? When I scan all the data out there, I find that less than 50% of people are completely satisfied with their job. So from our point of view, we're doing humans a favor by taking jobs that you're not even happy with.

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25.613 - 46.67 Unknown

It shouldn't take the threat of AI to get you to move on from a job you don't love. What it does take is a plan, guidance, and the right kind of motivation, all of which you'll get from a career coach at Strawberry.me. A Strawberry coach will work with you to understand what you really want and help you put together a plan to get it. It's like therapy for your career.

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46.73 - 58.992 Unknown

Don't let AI or anything else get in your way. Go to strawberry.me slash timdillon to get 50% off your first coaching session. That's strawberry.me slash timdillon.

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Chapter 2: How are food shortages linked to the Iran War?

60.254 - 86.934 Tim Dillon

Ladies and gentlemen, welcome to the Tim Dillon Show, our final episode from the UK. They have been very hospitable to us here, and we thank them. I mean, it's good to get out of the United States and kind of see how mentally ill many people in our country are from a distance. I'm usually seeing that up close in an uncomfortably close capacity.

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86.974 - 119.673 Tim Dillon

It is good to take a flight and then appreciate that level of illness because it is a level of mental illness that that is quite rampant in our society. And I'm not saying it's not here, but I'm not here to study that. I'm here to come. I'm here to ignore that. And I'm here to see it in my own country. RIP to Thomas Massey, a man who never came on this show.

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120.675 - 129.66 Tim Dillon

We invited him many times to come on this show. I am not saying that's the reason he lost, obviously. I think it's more than Miriam Adelson spending $32 million.

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Chapter 3: What controversial advice did Kevin O'Leary give to Gen Z?

131.002 - 161.766 Tim Dillon

However, would it have hurt to come on the show? Because Ro Khanna, that guy, kept trying to get on the show. And I go, you got to bring in Massey. And then Massey's team would constantly say no. So I feel bad for Massey. I agree with... his stance on the Epstein files, release them, and the Iran war and the funding of Israel. And those are the reasons that he is no longer in Congress.

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164.21 - 196.317 Tim Dillon

I don't know how you run a country where people can just dump $32 million into a race. I think what it's showing you is that if you spend enough money to You can just create any reality you want. No one knows who the hell the other guy is. He was just handpicked, came out of nowhere, was a veteran. was like, we got to get kids back into the military. We got to get them to Iran now.

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Chapter 4: Why are college commencement speakers being booed for discussing AI?

196.598 - 226.039 Tim Dillon

Now, you would think that's probably not a super popular idea. Let's bring back the draft. Let's get your son out of the house and into Iran. You would think that as ideas go, that's probably a relatively hard sell. However, if you spend enough money... In American politics, you can create any reality you want.

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228.064 - 260.812 Tim Dillon

This guy who's like, release the Epstein files, hold people accountable, prosecute pedophiles, get out of foreign wars... That guy loses to a guy who's like, let's cover up the Epstein files. Let's not prosecute pedophiles. Let's go to war with your kids. You would think just platform to platform. That's a tough sell. Like that's a hard sell.

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261.853 - 271.364 Tim Dillon

But with enough money, if you dump enough money into anything in America, you can create We see it in entertainment.

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Chapter 5: What impact does money have on political campaigns in America?

272.266 - 296.56 Tim Dillon

There's some genuinely talented people in American entertainment. Some of the most talented people in the world. I'm going to say the most talented people in the world have come out of America. And if you doubt that, go watch Eurovision. Go watch Eurovision. We don't have a good health care system. Our food is poison. You know, 14-year-olds are shooting their parents.

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297.421 - 324.259 Tim Dillon

People in my country get famous for killing their children. There's shows about it. There's a lot of things that we're not doing particularly well. But our entertainers are the best in the world. Now that doesn't mean that they all are. A lot of them have been pushed by a machine that will not allow you to not like them.

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Chapter 6: How does the narrative around military service affect political outcomes?

324.78 - 350.848 Tim Dillon

You're simply not allowed. The level of ferocity that the marketing, the level of marketing behind some of our public figures, you're not allowed to not like them. You're not allowed to even be agnostic. You must love them or hate them.

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351.622 - 376.6 Tim Dillon

They are pushed down your throat to a degree that you must either join the cult that they have or you must reject it and then like put lamb's blood on your door and darken your windows so that these people are not invading every minute of your day. Because in America, we have that power. We have this machine.

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377.339 - 410.997 Tim Dillon

that can get behind anybody and push them to a point where you go, I don't even know if I like this, but fine, okay. And what Miriam Adelson and Paul Singer and others and a lot of these super PACs, very pro-Israel, pro-Iran war, pro-keeping the Epstein files under lock and key, they spent an amount of money That has never been spent before in a congressional race in America.

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411.017 - 445.696 Tim Dillon

And they spent enough money to take a guy who no one really knew who ran on a platform that was the opposite of what Trump ran on a year ago. And yet many Republican voters who voted for Trump on the platform of staying out of war and transparency elected this guy, Ed Galerain, on a platform of like more war, less transparency. Do you have an Ed Galerain campaign ad? I don't even know.

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445.736 - 450.141 Tim Dillon

I'm sure that they exist, obviously, because that's where all the fucking money went.

Chapter 7: What are the societal implications of AI in the workforce?

452.5 - 469.298 Tim Dillon

I've only been to Kentucky a few times. I've performed there. The people are great. I wanted to meet that American Pharaoh horse, which won the Triple Crown. They would not let me. or maybe it was Justify. I think it was American Pharoah. I think they were afraid I was going to jerk it off or something. I just wanted to take a photo with it.

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469.619 - 492.896 Tim Dillon

But all those horses are owned by Saudis, and they won't let you near them. And those Saudis spend lots of money on those horses, and they're in stables. And I was trying to get an audience with this horse to take a photo, but because it was owned by some sheik, I couldn't do it. That has nothing to do with anything. I'm just saying that was my experience in Kentucky.

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492.936 - 496.583 Tim Dillon

That's not why Ed Galleran defeated Thomas Massey.

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Chapter 8: How do generational perspectives shape views on technology and jobs?

496.623 - 524.108 Tim Dillon

Again, that's more than $32 million. I guess this is an ad here with Trump in it. I don't know how this guy sold himself. He was a retired Navy SEAL. So people like that. He's like, I'm a Navy SEAL. Okay, so here's an Ed Gowran campaign ad, and this is where all the money went, this and other things, and let's take a look at what sold the people.

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524.389 - 529.677 Unknown

This is a real hero. Ed Gowrie.

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530.278 - 532.181 Tim Dillon

No one in the back even knows who he is.

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532.261 - 546.56 Unknown

Tremendous war hero. And he's a great patriot. I can tell you he's strong as hell. He shook my hand. My hand is still recovering. I'm telling you, that is the greatest candidate. This guy is unbelievable. Look at the people. Central casting.

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546.841 - 552.268 Tim Dillon

Central casting. Stop it. Stop it for a minute. Trump literally said central casting.

552.248 - 578.998 Tim Dillon

The term central casting means that they've just like, if I look at somebody who looks like a meth head on the street and I go like central casting, that means like that person so embodies the just very general sense of a meth head that I could put them into a film as a meth head and everyone would automatically believe that they were a meth head.

579.822 - 609.525 Tim Dillon

When Trump says about Ed Gallery and central casting, what he means is like we found this guy that was a war hero. He was a Navy SEAL. He's tall. He's good looking. You know, he's an older guy, but he's like he presents well. He's central casting. We're putting him in to fool you. He's using the word casting. He's going, yeah, we're putting him in to fool you. He's kind of an actor.

610.518 - 628.582 Tim Dillon

You know, I'm sure he was a war hero, whatever. I don't know. And I'm sure he was. I get it. But like, they're saying we got a real problem with this guy, Thomas Massey. who's relatively physically a little diminutive is a shorter guy. He's a nerdy looking guy, whatever. He's got a great family and you know, whatever.

628.602 - 649.924 Tim Dillon

I'm not shitting on Thomas Massey, but like they found this tall ex Navy seal again, central casting. And they go, no, no, no. This guy's the real Patriot at glory. He shook my hand when he shook my hand, he almost broke my hand. And that's how dumb the people in our country are. That's how absolutely stupid the,

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