Jack Schlossberg’s Unhinged Entitlement and Nepo Privilege Exposed

Added: 2026-05-19

[00:00:00]This discussion is disgusting and this is why this is this is a big part of the reason like legacy media is failing because it's infested with the children of privilege. You know, journalism, you know, back in the 40s, 50s, 60s, even back in the like it was a it was a it was a plus if you didn't come from privilege. It was a plus if you understood what it was like to come from the working class or the middle class or poverty.

[00:00:31]That was a plus.

[00:00:33]Now we're now we're subjected to to to conversations like this. This is cultural societal rot that is being placed in front of our face. These two talking to each other. Here we go.

[00:00:47]>> This is a little personal.

[00:00:49]>> Yes.

[00:00:49]>> You earned no income in 2025. That is money from a regular job but for trust funds. Jack, how do you relate to money?

[00:00:56]Well, uh I would just say that >> question >> I lost a lot of relatives in my life uh way too young and they left me money and those that money is in trusts and uh it allows me to to tell you that I invested all of my money um last year in things that I believe in in my own company or not all of my own money but I put 100% my own money to started my company called Squid Island Productions to make political content about uh the things and issues that I think are important.

[00:01:27]So, I've invested my own money in myself and I've also, you know, you you mentioned my earned income. That was by choice. I was offered a lot of money for by a lot of different companies to do brand deals, to write books, to do a lot of stuff. And I said no to that money because I cannot be bought. If you live in New York, >> you should love competition. I grew up here.

[00:01:47]>> Okay, that's enough. You can make it here.

[00:01:48]>> That's enough. That's We do love competition. And that's why we're taking it to you right now. Jack, does this guy understand how out of touch he thinks he is? Oh, you don't have any earned income and you never have? And Jack says, "Well, you know, I've been offered a lot of money to write books and do brand deals."

[00:02:07]Mark, that's not the question. The question is, you've never worked a day in your life. Truly, my opinion, you've never had a callous on your hands. You don't know what it's like to have to go to a job and deal with a boss who doesn't know what they're doing or is abusive. You don't have You don't You don't know what it's like not to have the luxury to take a sick day. There's a major major major strike happening, transportation strike happening in New York right now. The Long Island Railroad is completely shut down and a lot of people are suffering because of that. Do you think Jack Schlloberg has any idea about having difficulty getting from point A to point B or that your future employment which you need to put put food on the table because you don't have so much as $500 in an emergency fund? Do you think this guy understands for a second what that's like? He's asked again, wrong question. What's your relationship to money? And Jack goes, "You know, I lost a lot of relatives in my life too young."

[00:03:12]That is another knee-jerk Kennedy response. Back off, man. I lost a lot of relatives way too young. A lot of those relatives did it to themselves. Your uncle among them, and he took two innocent people with him.

[00:03:28]That's not my problem. Sorry that you lost a lot of relatives, but you're running for office now. So, you answer to me. You're doing the job interview right now. It's up to me and the rest of the electorate if you get hired.

[00:03:45]Here's Jack taking to Instagram to denounce Ryan Murphy's Love Story. He should be thanking Ryan Murphy that he made Love Story because it revived interest in the Kennedy family in the '9s version of the Kennedy family, that generation. And by the way, it was a super glossy treatment. Okay, it wasn't the ask not real deal treatment and that redounded to Jack's benefit because he's getting that halo effect now.

[00:04:11]But he's so shortsighted and he thinks that he owns the Kennedy legacy.

[00:04:15]Sorry, my man. It belongs to all of us.

[00:04:18]It belongs to all of us and we don't like it anymore. This is from 10 months ago back when Jack was still rolling around town in his murder van. Here we go. So Ryan, you're probably wondering why am I so why am I why what's my what's my beef?

[00:04:34]>> You're just doesn't think about you.

[00:04:36]You're trying to celebrate John. You love him. You love our family. You're just trying to show people how great we are. Well, >> that's not how I see it.

[00:04:44]>> Right now is a particularly charged moment. And people need to know their history now more than ever. So Ryan, >> like you and Ted, >> I'm not happy that >> you're making your TV show. And I'm not flattered by it.

[00:04:58]And I don't think that you're it's a public service to anyone what you're doing. I think that you are taking you're not making a documentary. You're not trying to tell people what John stood for.

[00:05:08]>> You're playing into the celebrity and the myth that just distracts people from the serious issues that are going on, which he actually, >> like you are right now, >> his life paying attention to. He worked as a district attorney. He started a magazine that tried to blend pop culture and the events of that time.

[00:05:22]>> It failed with politics. So, which is which was not only way ahead of its time, but if you actually took any lessons from his life, maybe you would try to do something like that and educate people and get people excited about >> Okay, we could just stop it right there.

[00:05:34]We could just stop it right there. It's so rich. This again, this is the unhinged entitlement. This guy does not live in reality. He does not live on the same planet that the rest of us do.

[00:05:45]It's like Woody Allen said to Christopher, uh, oh my god, what's Christopher? Um, remind me Marina Chris. Um, he was he was in Brainstorm with Natalie Wood and he was on the boat. He was on the boat when she died.

[00:06:03]Why am I bl you know? He says he says uh you know I I got to get back to planet Earth. Like he was so freaked out. The idea that he says to Ryan, it would be nice if you could just build something.

[00:06:17]Chris Walkin, thank you. Ryan Murphy could buy and sell Jack Schlloberg a million times over. Okay, Ryan Murphy, whether you're a fan of his or not, he's created things. He's used his own brain.

[00:06:32]And then what does Jack do? Again, the hypocrisy as he launches his campaign.

[00:06:37]He launches his campaign dressed up as his uncle. Again, like Buffalo Bill, if JFK Jr. were still alive, he would have skinned his uncle and worn him as clothing. Here's Jack.

[00:06:50]JFK Jr. was famous for riding around terrorizing pedestrians in New York, speeding on his bicycle uh with a suit and like a kangle and uh one leg pushed up, one pant leg so it wouldn't get caught in his chain, you know. And Jack dressed exactly the same. And it's so sad because you know what that tells you?

[00:07:13]That tells you this person has no identity of their own.

[00:07:18]He's got no sense of self. And if you don't have that, if you don't know who you are, you sure as have no business running for office to tell other people that you're going to fight for them, cuz you're not.

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