Unpacking the Myth of John F. Kennedy Jr.

11 Aug 2025 · 49 min · 19 chapters

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In short

The podcast discusses the “myth” of JFK Jr.—his real life, media/celebrity/politics influence, and why Americans remain fascinated with him—via the CNN documentary American Prince: JFK Jr.

Guests (backgrounds)

  • Gary Ginsberg: Met JFK Jr. at Brown; senior editor and legal counsel at George magazine; later assistant counsel to President Clinton; senior executive at News Corp and Time Warner; consulting producer for American Prince; author of First Friends.
  • Carol Radziwill: Former ABC News journalist (Peabody and multiple Emmys); former Real Housewives of New York cast member; married JFK Jr.’s cousin and best friend, Anthony Radziwill; author of What Remains?; Substack newsletter; close friend featured in the documentary.

Key claims

  • George magazine aimed to make politics accessible and postpartisan, especially to women; it was expensive and lost ad pages, contributing to its demise.
  • Carol Bessette Kennedy shaped George’s aesthetics through PR-brand style and relationships.
  • JFK Jr. was portrayed as a “nepo baby” and intellectual lightweight, but he believed he had to prove himself; he was learning on the job and led hard.
  • His legacy is now entangled with QAnon and conspiracy misuse of George’s trademark; QAnon revived a “funhouse mirror” version of George.

Notable examples

  • George covers: Cindy Crawford as George Washington (midriff), Drew Barrymore as Marilyn Monroe, and “Happy Birthday, Mr. President.”
  • Editorial controversies cited: dinner with Fidel Castro without publishing; walking out on an Oliver Stone interview; downplaying Monica Lewinsky while prioritizing Clinton.
  • Speculation: what George might look like in the Trump/digital era (digital media, satire, mixed political figures).
  • Discussion of RFK Jr. and vaccine politics as a contrasting Kennedy-era legacy.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Exploring JFK Jr.'s Legacy

0:45 to 3:04

Discussion on JFK Jr.'s fame and his impact on media and politics.

“He seemed to foresee that power and entertainment were bound to collide in unexpected ways long before the rest of the political press caught on.”

Exploring JFK Jr.'s Legacy

3:07 to 3:39

Discussion on JFK Jr.'s fame and his impact on media and politics.

“So why make it harder with a dozen different apps that don't talk to each other?”

The Mythology of JFK Jr.

4:30 to 8:14

Gary and Carol discuss JFK Jr.'s mythology and cultural significance.

“Gary and Carol, thanks for coming on on.”

The Creation of George Magazine

8:14 to 14:00

In-depth conversation about the founding and impact of George Magazine.

“Now, this was in the 90s when magazines drove popular culture, which you point out in the way social media does today.”

John F. Kennedy Jr.'s Leadership and Challenges

14:00 to 20:45

Explore John F. Kennedy Jr.'s journey as a magazine editor and the challenges he faced.

“he pretty much ignored the Monica Lewinsky scandal because he was a big fan of Clinton's, who was by far the biggest story, absolutely.”

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20:45 to 21:17

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21:20 to 21:52

Learn about Engine, a travel and spend platform for businesses.

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The Legacy of George Magazine

22:33 to 28:00

Discuss the potential impact and evolution of George magazine in today's political landscape.

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QAnon Acquires Trademark

28:00 to 28:44

Discussion on QAnon's acquisition of a significant trademark and its implications.

“So the trademark just went into the public domain and QAnon bought it.”

Jack Schlossberg's Online Presence

28:44 to 29:54

Exploring Jack Schlossberg's efforts in establishing his online persona.

“One of the other people who's also very outspoken is Jack Schlossberg, who's JFK's 32-year-old grandson.”
Show all 19 chapters

Ryan Murphy's JFK Jr. Series

29:54 to 31:05

Critique of Ryan Murphy's upcoming series about JFK Jr. and Carolyn.

“He can do pretty much whatever he wants.”

Portrayal of Carolyn Bessette Kennedy

31:05 to 34:19

Discussion on the media's portrayal of Carolyn Bessette and her true character.

“I'd love to know how you all feel about these shows because it sort of seems like mining them for entertainment in some way.”

Carolyn's Influence at George Magazine

34:19 to 36:33

Insights into Carolyn's role and influence at George magazine during her life.

“Everyone was dying to do an interview with her.”

Carolyn's Influence at George Magazine

38:11 to 38:38

Insights into Carolyn's role and influence at George magazine during her life.

“Between new routines and the ultimate group project known as parenting, you need science-backed solutions that work with your life.”

Legacy of the Kennedy Family

38:38 to 42:04

Discussing the evolving legacy of the Kennedy family in relation to RFK Jr.

“So let's end by touching on some news items.”

Celebrity and Politics: A Complicated Intersection

42:04 to 43:34

Explore the complicated relationship between celebrity culture and politics.

“So, Carol, you just had a reunion with Andy Cohen on Watch What Happens Live after years of feuding with him.”

Trump, Murdoch, and the Media Dynamics

43:34 to 45:26

Discuss the ongoing legal battle between Trump and Murdoch and its implications.

“I'd like to come back to a time where politics is a little more boring, to be honest.”

The Influence of News Ownership

45:26 to 47:36

Analyze how ownership affects the integrity of news and the political landscape.

“I don't think he is going to capitulate one iota.”

Legacy of JFK Jr.: A Personal Reflection

47:36 to 49:38

Reflect on the personal legacy of JFK Jr. through the eyes of friends.

“I mean, the problem is Rupert, nobody can really control the primetime anchors.”
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Transcript

Automatic transcript. May contain errors.

0:00Kara Swisher:You don't want to be an influencer? Hello.

0:13Kara Swisher:Hi, everyone. From New York Magazine and the Vox Media Podcast Network, this is On with Kara Swisher, and I'm Kara Swisher. Today, we're going to talk about John F. Kennedy Jr., his life, his legacy, and what our culture's ongoing fascination with him says about America. John, nobody who knew him called him John John, was world famous from the moment his conception was announced. For years, he was considered the world's most eligible bachelor, and his entire adult life was spent at the intersection of media, celebrity, and politics. He founded George, a glossy magazine that covered politics with a style usually reserved for Hollywood.

0:47Kara Swisher:He seemed to foresee that power and entertainment were bound to collide in unexpected ways long before the rest of the political press caught on. He's also the subject of a new documentary series from CNN called American Prince, JFK Jr., that airs for three consecutive weekends. The first episode just premiered last Saturday, and my guests are Gary Ginsberg and Carol Radziwill, two close friends of John's who feature prominently in the documentary. Gary met John at Brown University, and he was a senior editor and legal counsel at George. Ginsberg went on to become an assistant counsel to President Clinton and a senior executive at News Corp and Time Warner.

1:23Kara Swisher:He understands the inner workings of media and politics as well as anyone, and I've known him for a very long time. He also was a consulting producer on American Prince and the author of First Friends, the powerful unsung and unelected people who shaped our presidents. Carol is a former journalist. Her work at ABC News won a Peabody and multiple Emmys. She's also a former cast member of The Real Housewives of New York, and her late husband, Anthony Radziwill, was JFK Jr.'s cousin and best friend. Radziwill is the author of three books, including the bestselling memoir, What Remains? And she recently launched a newsletter on Substack.

1:59Kara Swisher:Our expert question comes from Sasha Eisenberg, a former intern and editor at George Magazine. He's a journalist and author of The Engagement, America's Quarter-Century Struggle Over Same-Sex Marriage. Stick around.

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4:30Kara Swisher:It is on. Gary and Carol, thanks for coming on on. Thanks for having us. So for younger listeners who weren't around to witness it, explain the mythology around JFK Jr. and why he captured the American imagination. Gary, you go first. Well, I think for a younger generation that really only knew John if they knew him at all as the kid who saluted his dad's coffin and was perhaps the world's sexiest man alive. I think it was important to tell a much more nuanced full story about John because he was more than just that. He actually was somebody – first of all, he was a great guy. He was a good friend.

5:06But he had a vision about politics that I think is really important for today. He thought of himself as kind of a postpartisan. He didn't believe in partisan politics. Even though he was a lifelong Democrat, his family embodied the Democratic Party. He really thought that effective policymaking would be done through postpartisanship. And he wanted a magazine that brought far more people into the process than traditionally read political magazines. You know, at the time, political magazines were black and white. Almost all men either came from the right or the left. And he said, I want to disrupt that.

5:42I want to make it far more accessible so that women read it. You know, he started George Magazine, which obviously, I guess that's kind of assumed by this. But he started a magazine that appealed to women, appealed to the entirety of the country. Usually political magazines were only read by people on the coast. He wanted to make politics accessible so that there was greater kind of, I guess, a coming together of people around critical policymaking. And that's what we desperately need today. And I thought it would be very relevant.

6:08Kara Swisher:Well, except he went the opposite direction. Carol, in today's fragmented culture, it's impossible to capture the collective attention the way he did and, you know, in various ways. Does anyone come closest, Ivanka Trump? No. Alex Soros has money and political power, but not the look, I guess. I mean, and he's married someone who's well-known. Is there anyone who comes close in that regard? Like a couple like that? No, you call him America's prince in this thing. I mean, I don't think anyone has come close. Certainly not Don Jr. No. No. I think they're trying. I feel like the Trump family is trying to create some dynasty.

6:42Kara Swisher:They would love it. I think they are. But they just, like, no one is considered, like, what is royalty in America now? It's really, it kind of died with him. It did. Even within his own family, even within the Kennedy family, no one assumed the mantle of American Prince. Not RFK Jr.? Definitely not RFK Jr. Double that. Definitely not. So there isn't someone of that regard in politics now. I don't think there is. And I think the world or the country desperately needs someone like that. Really? A dynasty? Well, not a dynasty. Just somebody who represents hope, idealism, can galvanize and bring cohesion to politics.

7:26Politics is so separated now. It's so chaotic. I mean, I think we need that figure that kind of transcends ugly politics, which John did.

7:37Kara Swisher:Yeah. So we're going to talk first about the magazine, and then I want to talk about politics. As one wonders what would happen today had he lived, he certainly would have been a political player, presumably. I think so. Yeah. So we'll get to that in a sec. But let's talk about George magazine. The idea for George was to create, which is the center of this, although it is a lot of handsome pictures of JFK. I think. Was there one you missed? I don't know. A lot of shirtless. In the magazine, there was a shirtless one? No, no. I'm just saying the whole documentary is one giant, beautiful picture of the two of them.

8:06Kara Swisher:And there's a lot of them. It's a rating-driven business. I understand, but there wasn't a chess picture you missed. The idea for George was to create a glossy magazine, as you said, to draw in readers who didn't normally care about politics. Now, this was in the 90s when magazines drove popular culture, which you point out in the way social media does today. But it still was a tough sell, and they ended up partnering with David Pecker, who was then CEO of Hachette. Not the greatest figure in the world, like not the top-level drop-door figure that John was, for example. Pecker would then go on to buy the National Enquirer where we'd quote, catch and kill unflattering swords for Donald Trump.

8:42Kara Swisher:So talk about the funding and why that was difficult at the time. And what was it like working with Pecker? And why was it so hard to fund the concept? Well, because political magazines back then, actually any magazine, and John learned this when he went to magazine school, like a year and a half before he started the magazine, is in the first day, the first line that the teacher told all these wannabe publishers and editors is, Look, seven out of eight magazines that start fail within the first year. Chances are, guys, even if you get funding, which is really hard, you're going to fail. So John knew it was a tough business back then, very competitive, very costly, and you had to get readership.

9:20You had to get advertising. It wasn't easy. Look, they went to Hachette because Hachette was the one that wanted it. John, as I say in the documentary, got pitches from everybody. He was able to walk into almost any door he wanted because they all wanted to take the pitch from him. But funding a political magazine that completely broke the mold of what a political magazine was at the time was not an easy sell. And for John, who had never, you know, edited a magazine and Michael Berman, who never published a magazine, it was, you know, two neophytes coming in trying to get a lot of money to start a magazine because they weren't cheap.

9:52I mean, you know the business.

9:53Kara Swisher:Right. That was the reason they would have these meetings but not give them the money. So Hachette was the only one at the end of the day who ponied up the money. And as I say in the documentary, it wasn't Conde Nast. Right, no. And so they knew what they were getting. And Pecker was smart in that he knew he could use John to sell ads, not just for George, but for his entire stable of magazines. And he used John to that effect. And we probably didn't get the money that we should have gotten to produce top quality content. He just kind of took a lot of that money. Moved it. Stuck it over. Stuck it over somewhere else.

10:29Exactly.

10:29Kara Swisher:So, George Magazine was JFK's creation, but, Carol, you point out in the documentary that it was as much Carolyn Bessette Kennedy's baby as it was John's. She didn't come from a blue-blooded family, and like you, she worked at Calder, a discount department store as a teen. But before marrying John, she worked as a publicist at Calvin Klein. She certainly upped herself rather significantly. It was an elegant young woman. What was it like for her to navigate this world? And talk about her impact on the magazine, especially its aesthetics. I mean, Carolyn came from building a big brand in PR, so she was very aware of that world.

11:03Kara Swisher:She had an incredible aesthetic and style. When I say style, I don't mean like she wore a nice outfit. She just lived with style. She had a style in everything that she did. And John didn't really have that style. Like, that was all Carolyn. So the look of the magazine, all the covers, even the fashion brands that would advertise. I mean, these are all her relationships. I find that because there's really nothing written about her and she died so young and they were married only three years that most of the focus on her is like she's fashion icon. She looks good in clothes. But she was really so much more than that.

11:39Kara Swisher:So I think in the documentary, I wanted to make that point that this was, you know, she was a real partner to him. She never was a lady to lunch. In fact, at some point, she didn't know what it was going to be like to be Mrs. Kennedy. and she had bought all these, like, suits, and, like, she thought, oh, there's going to be fundraisers and lunches, and then she's like, fuck that. She's not interested in that. So she gave me all these suits at the time I was working at ABC News, so it was appropriate for me. But, no, she was a real partner in every way in John's life. Talk about the magazine cover that probably—you have to have a cover to be influential, and obviously the first one of Cindy Crawford is George Washington in A Midriff is iconic, and she talked about it in the documentary.

12:19Kara Swisher:Well, I mean, to have someone that had never been done before in a political magazine, to have a beautiful model dressed up as George Washington. I think the idea was to have all these celebrities dressed as George Washington, but it ended soon. I think if you think about it, I don't think Cindy was controversial, except that it had never been done before. But then Drew Barrymore as Marilyn Monroe, I think, in that cover was a little bit more controversial. But, you know, that's what you had to do. And it was a great cover. And, you know, and John was. That was the happy birthday, Mr. President cover.

12:52Yeah.

12:53Kara Swisher:Yeah. Yeah. But like John wasn't above, you know, I think partly he'd been used so much by his. Which you note in the use. And Bissette was pushing up against that. Yeah. Yeah, exactly. So like he was probably taking ownership, you know, of some of these narratives and these stories about his family. And he was going to use it to his benefit. And good for him on that. And Carolyn did not – yeah. She – you know, as any young married woman, she weeded his social garden. And she really did not want people around him that she felt were using him. Yeah. She had a pretty keen eye for that. She did. Right.

13:28Kara Swisher:Which, of course, people would. But there was a media narrative that basically portrayed John as a Nepo baby, probably the original one, and an intellectual lightweight. Given the, you know, the hunk who flunks and stuff like that, which you note. And in the documentary, Kurt Anderson, Tina Brown, and Graydon Carter, who edited New York Magazine, Vanity Fair, and New Yorker, all expressed skepticism as his skills as an editor. Talk about what was needed because there were sort of errors he made as an editor, too, when he had dinner with Fidel Castro in Cuba and never wrote the story, which one might imagine.

13:58Kara Swisher:He walked out in an interview with Oliver Stone, who directed the conspiracy film JFK. he pretty much ignored the Monica Lewinsky scandal because he was a big fan of Clinton's, who was by far the biggest story, absolutely. So talk about getting the intellectual gravitas to run a magazine. Yeah, I mean, look, he was learning on the job, no question. But he was a guy who liked to take on challenges. You know, you say he's a Nepo baby. He actually never thought of himself as a Nepo baby. I don't think the word existed at the time. Yeah, it didn't. But what was really kind of, I think, was unique about John is he really felt like he had to go out and prove himself.

14:34He was born with every privilege. Which you know in the documentary. Yeah. But he said multiple times, I got to do it on my own. I got to figure out what I'm good at. And if I want a life in public office, I got to prove to voters that I deserve it. So I want to go out and do something that's substantive, that creates jobs, that produces a product that's real, tangible so you know i think that george was that vehicle for him to go out and prove to the world that he was a serious guy was he a great editor you know look he was learning on the job and he made a lot of mistakes we all made a lot i mean if you look at the the average age of the editors in our first couple years probably 26 27 but he was a great leader he instilled a lot of you know excitement for the task.

15:23We worked our asses off. We were, you know, look, it was a huge success before it wasn't. I mean, it was the biggest launch in magazine history. It was, indeed.

15:31Kara Swisher:Yeah. And we just, you know, look, there was multiple factors that led to its ultimate demise. A lot of people wanted it to die. A lot of people thought that we were challenging the status quo. They didn't like it. You know, the denizens of political purity kind of came after us right out of the gate. They said we were dumbing down politics. We were, you know, simplifying it. But we stuck to our knitting. We kept true to our mission. It's just we lost ad pages. Hachette really didn't support it in the way they needed to to make it work because it was a costly endeavor. It was, you know, four-color.

16:04Yeah. Four-color magazines are expensive. It was beautiful.

16:07Kara Swisher:I still have the results. Right. And we just were kind of drained of resources. All right. We'll get to that. So as editor, John had the power to shape public narratives. As you're talking about wanting to change the way we talked about politics. And he's also hounded by the tabloid press and powerless to control what was written about him. That's kind of a paradox. Is this a way to sort of communicate to the world in a way that he was unable? They had multiple run-ins with paparazzi, which is obviously unusual for a magazine editor. Like, David Remrick's never been stalked by paparazzi. He hasn't?

16:38Kara Swisher:I don't think they would recognize him if he fell on them. So talk a little bit about that paradox. Because this is, as you said, an opportunity for him to shape a narrative, a different narrative. Yeah, he always thought it was fair game for a paparazzi. He got it. He used to say, look, they've got a job to do. He was an incredibly gracious guy. And he wanted to give them the shot because he knew that they're sitting out there for five, six hours. They need a shot to make their money. And I think Carolyn had a harder time dealing with that than John did for obvious reasons. But I think, yeah, look, George was definitely a vehicle for him to turn the tables.

17:14Kara Swisher:So what was the message from your perspective in that once he edited? What was the message? That he was going for, the idea. Was it still post-partisanship? Yeah. I mean, he really believed in this. I mean, even when we were in college, you know, we were at Brown University. What was in vogue was to hate Ronald Reagan. And he was the only guy I knew who was going around and saying, hey, wait a minute. You know, Ronald Reagan, there's actually some really good things about Ronald Reagan. He's a great communicator, understands how to use the bully poll, but very firm in his convictions. People are like, whoa, where is this coming from?

17:42He was a bit of an iconoclast when it came to politics. And he got in his head that— He didn't embrace Pat Buchanan. No, he did not. No, that was a step too far.

17:51Kara Swisher:Yeah, yeah, yeah. But he really did believe— He was a little bit, I guess, Pollyannish about it, believing that we could get to this postpartisan era. But as we point out in the documentary, it was the very time that New Greengrich, you know, contract against America and Rush Limbaugh. And so it was the wrong time. But he had very high aspirations for the political. Right. But are politics inherently partisan? Yeah, of course. Yeah. Of course. That's what I'm saying is that, you know, he was an idealist. I mean, you were for Rupert Murdoch. I mean, who's the best at it, the best at partisanship or creating interest.

18:23Kara Swisher:Indeed. I think John would be shocked and disappointed to see just how fractured we are today. But his hope was the exact opposite. Was it naive to think that way? I mean, in hindsight, yeah. But at the time, it was aspirational. And at the time of his death, John was considering entering politics, a run for governor of New York. Probably had a good chance of winning. Ever since President Trump won in 2016, some Democrats have been calling for a party to run a celebrity or someone like Oprah the Rock, maybe even Jon Stewart. Some people feel like electing a celebrity as president has gotten into the mess we're in today.

18:56Kara Swisher:Where do you come down? I'm just curious. You live in celebrity culture. No, I mean, I'm against all of that. Yeah. The idea of celebrity as president or, you know, the country needs to be run like a business. It doesn't. It may be a not-for-profit business. I think we've seen in the last 10 years of Donald Trump, I mean, who was a reality star, and that's really where he made his mark, and that's how people think of him. It has been an unmitigated disaster on almost every level. So, no, I don't think we need Oprah to run or Jon Stewart. They need to do what they do best. And all these politicians, in my view, and I'm on social media a lot, and I get a lot of my news from social media now, even TikTok, I got to be honest.

Read the full transcript

19:39Kara Swisher:No, most Americans. And they all seem to be trying to be like influencers. And I notice they're all cursing now ever since Trump cursed. And now it's given free reign. So they're like being like, you know, like a real person down to earth because they're saying like a lot of fucks and stuff. But like, I don't know. I don't think our country needs that. I think we need a president to lift us up, to be aspirational, to be someone that we can't really relate to or identify with. That's what I think this country needs. Do you think that's going to go back to that? Because they're not interesting enough, right?

20:13Kara Swisher:Yeah. No, yeah. I think, you know, our country is very well entertained and not well informed. That's a really good way of putting it. We'll be back in a minute.

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22:42Kara Swisher:So every episode we get an expert send us a question. Let's hear yours. I'm Sasha Eisenberg, a journalist and author of books including The Engagement. I worked at George as an intern, and I think a lot about how the magazine would cover Washington today. On one hand, John was farsighted in recognizing the collision of pop culture and politics that produced Trump. On the other hand, he was obsessed with the idea of bringing out the fun in politics in a way that maybe made sense in the low-stakes 1990s, but seems unimaginable now. So my question for Gary and Carol is, what would George look like if it had survived into the Trump era?

23:15Kara Swisher:All right, let's hear from both of you, Gary. Well, first of all, Sasha was one of John's absolute favorite editors. He came as a 15-year-old, ninth grader. John Somme literally ran after him down the street and said, you've got to come work here. And he was a total superstar. So it's nice to hear such a voice. I'm glad we picked one. Yeah, listen, I mean, John was ahead of his time in seeing that collision between politics and popular culture. I mean, he would, I think, you know, Donald Trump is the absolute embodiment of that. And I think George would be thriving today, actually, because it hit the moment really 25 years too early.

23:50Kara Swisher:And in what way? What would be on the cover right now? Oh, man, there's so much material, right? Right. I mean, you pick it. You could be on the cover, Carol. No, no, thank you. No, I don't think it would sell many copies. Just as George Washington? No, no, thank you. You don't want to see my midriff. What do you think, Carol? No, I think it would. I mean, you know, he died right at the beginning of what became the digital age. And I just think that the transformation, the segue to digital age, I think, if that was made and made well and made right, I think George would be one of the biggest magazines or whatever they're called now because I don't think they're magazines.

24:26Kara Swisher:But he'd have a big imprint. Yeah. Would it be more sharper-edged and partisan now? It'd have to be. Yeah. I think it would have to be. Right. That's exactly where I was going to go. It wouldn't be like right-wing or progressive. A little like South Park. Satire. Yeah. He'd have, exactly, and he'd have really a mix. You know, he'd have AOC on the cover, and then he'd have. And then he'd have Peter Thiel. Yeah. Something like that. Yeah. You just noted what is a magazine now. Yeah. What would he start today if he was doing that? He wouldn't start a magazine. Who starts a magazine? He'd start a media company.

25:03Kara Swisher:He'd have a podcast. Right. He'd have a podcast. He'd do video. He'd do. He would be digital. Unless he was running for president or had been president. He'd be a retired president. He'd be a former president. He'd be a retired president. You think? No, he's only 65. Yeah, but he'd be longer. Anyway, his time would have been late 2008, 2012. Who knows? I mean, look, everything had to go right. Can you imagine that? No. Well, he still can be president because, as you know, Maga thinks he's a lot. I know. You know, even I, it's so, it's really menacing and disturbing. I get pictures from DMs, from people circling, like, these rallies and saying, this is John.

25:41Kara Swisher:And then sometimes they circle some other guy in the audience and they claim it's Anthony. It's really fucking disturbing. This is your husband. Like, this is my husband who I buried and my cousin and friends. For people to say that, for people to believe it, it's insane. What do you do when that happens? I delete and block and report. Right. I mean, I've blocked so many. You don't respond to anybody. Absolutely not. Yeah. Absolutely not. Why do you think people do that, especially with John? Why John? I mean, obviously, Bill Gates is putting chips in our head. Everyone has their own little conspiracy theory attached to them, but it's only a few people.

26:17Kara Swisher:They want to latch on to the legacy of John and the glamour of him and sort of attach that to Donald Trump. And, you know, there was a couple of pictures. You know, John obviously being in the magazine business in the 90s, new Donald Trump. There's a couple pictures. And they just want to use that. I don't know who started it, but it's really disturbing. Creepy. No, it's so creepy. And to send it to me and his family, it's just, I don't know, these people are just crazy. Yes, indeed. They are. And mean. It's mean. That one's inexplicable. Others you can trace. I get the Bill Gates one. I get that because he gave so much money to vaccines, et cetera.

26:54Kara Swisher:And then it links with the vaccine. Vaccines. By the way, I just got my measles vaccine. Oh, again, because it didn't work, right? It didn't work because I was in the 60s. In the 60s, right. So I got it tested. As soon as RFK got that position, I was like, I'm not, fuck that. I'm not depending on him for anything. And sure enough, I had no antibodies. So I, like, last week got my vaccine. Good. I'm very glad about that. So let's talk about this sort of continuing obsession with JFK Jr. Here you are making a documentary many decades later. What it says about us as a culture. One of the things documentary doesn't get into, as we said, the post-mortem role in the QAnon canon.

27:35Kara Swisher:It's too, as we said, it's too nutty to explain. But they think he's alive just so people didn't know what we were just referencing. And a QAnon adherent had bought the copyright to George magazine and revived it. It now exists as a funhouse mirror version of the original magazine. Talk a little bit about this, Gary. It's disturbing to say the least. I mean, what happened was Hearst bought Hachette's magazines, I don't know how many years ago, and decided obviously not to publish the magazine again. So the trademark just went into the public domain and QAnon bought it. And no one was following it?

28:07No one.

28:08Kara Swisher:Why didn't you know about it? I had no idea. Gary? I wasn't an owner of... What's Gary? It's all my fault. Gary! Believe me, I heard from a lot of people, like, how did this happen? But, you know, who knew that the trademark was sitting at Hearst? The QAnon people know. It was on a market, and they just, they saw it. They probably bid a dollar, and they got it. Yeah. No, it's terrible. And a lot of people are deeply and rightfully disturbed by it. And there's nothing can be done about it? No. No. They bought it. They bought it. Well, you can be bought back from them. Who's going to buy it back?

28:38Kara Swisher:Well, I don't know, but it's just, it's really, I mean, that is John's legacy. No, it's terrible. And that's in part why I think, at least I participated in this particular documentary, because it was so important to John. Yeah. One of the other people who's also very outspoken is Jack Schlossberg, who's JFK's 32-year-old grandson. And JFK Jr.'s nephew himself looks quite a lot like him. He does. I think he does. And he's actually deep into sort of developing his troll presence online. He's quite good at it. But on Jen Psaki's podcast, he said, quote, I think the Internet is a place where it's difficult to break through, especially if you're not saying something that's controversially somehow unexpected.

29:16Kara Swisher:Talk about what he's doing. I'm just curious. Do you talk to him about it? I've texted with him a number of times. Oh, I mean, I don't. To be honest, I haven't seen him since he was a little boy. But I have seen the TikToks and some of the Instagram stuff. And, you know, I think everyone expresses themselves in a certain way. I mean, he's very Gen Z millennial. I don't know. And he does it. He does it well. And he's really, I mean, he's so brave. Obviously, I went on this reality show, and it was nothing compared to going on TikTok now and talking your mind about what you—and really pissing people off.

29:54I've known him this whole life. Incredibly well-educated. He can do pretty much whatever he wants. It's interesting what he's doing now and making a name for himself. and I hope he uses it now to, you could have a brilliant future or whatever he decides to do.

30:08Kara Swisher:Yeah, he's a little trolling. He actually asked me, I said, you need to go away for a minute. Like, you're a little too there. But he's probably right that you don't need to go away. Would that have been the inevitable evolution of George, that kind of thing? I can't see. Trolling? No, it's not John. I mean, that was not his style. No, no. But, I mean, it's just hard to... It's hard to imagine. It's hard to imagine. Right. You know... Tweeting. Tweeting. or being on TikTok. Like, I do see Jack on TikTok, and I'm like, okay, you know, he's definitely got that personality. But I can't imagine. He was more long form.

30:43Kara Swisher:He was long form. Yeah. In a short form era. In a short form era. In a snackable era, right? Not sure it would have worked today. Yeah. Yeah, no, it didn't. It wouldn't. Another thing, Ryan Murphy is producing a series about JFK Jr. and Carolyn called American Love Story. Their lives often get the true crime treatment. Every channel you can think of has done sort of cheap recreation of the accident and what happened. I'd love to know how you all feel about these shows because it sort of seems like mining them for entertainment in some way. You know, the unfortunate thing about these shows, these like all these, like Ryan McMurphy.

31:16Kara Swisher:McMurphy. McMurphy. I was an intern at the Washington Post with him, by the way. Were you really? Yeah. Interesting. He was a pain in the ass then. He was just the same. Well, I mean, he's in the volume business, too, like McDonald's. But, no, I think people watch those shows and they think it's – then that narrative becomes the story and that becomes – Like with the social network and Mark Zuckerberg. Yes. That's why it's good that we came out first, don't you think? Well, I mean, it is another reason why I did participate in this to get more of the real story and more of the human story out.

31:51Kara Swisher:I don't know. you know, Mr. Murphy is going to do what he's going to do and he's going to make his show. I feel like go make your show and don't pretend that you're paying honor to these people or it's an homage. And he's been doing a couple interviews. I think Jack sort of pushed back at some of the stuff. And then he said something super absurd and rude to Jack. And I actually, you know, because I'm a little shyer, but I commented saying like, you know, John and my late husband, Anthony rejects godfathers. Like, to say to him, I don't understand, it's odd that you would be defending a relative you don't remember is, like, insane.

32:30Kara Swisher:Offensive, absurd. It's like, go make your show, and people will watch it, and you're going to move on, and you're going to make 10 other shows. But don't try to couch it in that you're doing anyone a favor, or it's going to be an homage. And, like, stop doing interviews, because you suck at it. Yeah. Also, the clothes, People are really upset about the clothes. Yes. Well, I mean, it looks like it looks like it's a TikTok shop. Yeah. Yeah. Yeah. It doesn't look like the way she dressed. The whole thing. And also, I got to be honest, people only know Carolyn through these paparazzi photos. And she is not what she appears to be in these photos, which is a little like haunting, hunted, head down and stuff.

33:10Kara Swisher:That was a choice. She didn't want to look up. In the 90s, pictures that you could make a living, those were worth a lot of money. And she wasn't going to give these photographers that photo. So she kept her head down. But she was not someone in need of protection. She was the protector. She protected all of us. She protected John. So I just feel like I'm sure if they're basing this TV show on that kind of image, it's not going to be great. And I say this knowing full well he's probably writing right now a character called Carol. So Carol's going to take a turn for the worse. She's going to have shingles.

33:48Kara Swisher:Yeah, shingles. She's going to have psoriasis. So talk about Carol in that way because those are the pictures. She's quite beautiful, elegant, clearly. Could really wear very elegant clothes and Calvin Klein and that whole genre. Talk about her when you would just say she was different than that. She was. She was considered cold by the media, for example. Well, she was considered that because she wouldn't sit for an interview. And also this idea of her as a fashionista, I guess we have to accept that mantle now because she's gone for so long. But if she wanted to be that, she would have done interviews with Vogue, with Harper's Bazaar, with all of these.

34:25Kara Swisher:They all asked her. Everyone was dying to do an interview with her. She could have been a guest editor at Vogue. And she chose not to do any of that because she felt like she didn't have anything really important to say. And she knew that they were just interviewing her because she was John's wife and that wasn't good enough for her. So, you know, this idea of her as like this meek, quiet, like hunted, oh no, I can't handle this, is not who she was. Well, explain who she was. She was someone who was very, very intelligent. And that came through her work with John and George. She was someone who was very strong-willed, who was not going to bend to anyone else's idea of her.

35:05Kara Swisher:She got invited to all those socialite parties and stuff. She'd pick and choose the ones that she wanted to go to because she didn't want to be seen as that. And again, she was 33 when she died. She was like at a moment where she was in a young marriage. She was figuring out the next thing that she wanted to do to have impact. And it wasn't all of these things that people were trying to. She didn't want to be socialite. She didn't want to be fashionista. She didn't want to dwell in that kind of character. So, you know, it's hard to know what she would do, right? Because she was taken so young.

35:37Kara Swisher:But she was just, and she was a very loyal friend. She was the friend that everyone went to for advice. She always had good advice. She could read a room. You called her a pain in the ass in the documentary, at least, that she was seen like that by people at George. Yeah, well, because she was strong-willed. You know, and she'd come in and she had very firm opinions about the look and the feel of the magazine. And she'd make her opinions pretty well known. And, you know, some people gravitated to it. Some people didn't. She wasn't afraid to make enemies. No, no. I mean, she was fierce. But she had a great aesthetic taste, a great, you know, sense of what popped off a page, great sense of color, and made a lot of really good contributions.

36:17It just, it was, you know, there were people whose job it was to determine that. She came in, you know, so there was obvious tension when she was there. But John backed her up 100 percent. And I think the magazine looked better as a result of her.

36:32Kara Swisher:We'll be back in a minute.

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38:43Kara Swisher:Obviously, the most powerful candidate these days is RFK Jr. He just canceled nearly$500 million in mRNA vaccine funding back in January. JFK's sister, Carolyn Kennedy, called RFK a predator, and he was unqualified to lead the HHS and addicted to attention and power. How do you deal with the family, deal with the legacy might now be RFK Jr. over someone like John or his father? Well, that's why we made the doc, is to remind people that there was some elegance with the Kennedys. He's undermining everything that the family, the Kennedy family, stood for. Really, everything on every level. I knew him well, him and his wife Mary.

39:21Kara Swisher:I spent a lot of time with them from the time my husband died in 1999 also until like for a decade. And honestly, I can't reconcile the person I knew who was fierce environmental advocate and always – I mean, he had that weird thing about roadkill always. Yeah, okay. All right. Did you eat any of it? No, but he would pick it up from the road all the time and leave it in his minivan, and sometimes he'd forget. It'd be like a skunk under the seat, and his minivan always smelled of death. But other than that weirdness, I just can't reconcile who it is I thought I knew from this person that has appeared now on the scene.

40:04Kara Swisher:And I just don't know, you know, I haven't been in touch with them since Mary died, and that was sort of the breaking point for me. So it would be unfortunate if that was the legacy. I feel like their legacy is so powerful, though. Their brand is so powerful from the 60s and 70s. So there isn't everyone who is so powerful is not living, John or his father or anyone else, right? Yeah, but are they going to remember, like, history? It's hard to write in the press. Are they going to remember RFK? is millions of children die certainly yeah well right you know or vaccine yeah you know measles is back best friend of measles is really now the brand the kennedy brand unfortunately you know well you got the you know the shot timmy shriver with you know his cause has done great work caroline kennedy's written really important books you know on first amendment right of privilege yeah exactly so i mean it's not like the kennedys haven't contributed mightily to i think once trump is out of office.

41:00Kara Swisher:I don't know. There'll be some sort of rejiggering reset. Although after he dropped out of the race, the Trump campaign released a memo hailing it as a win for Republicans and saying that every single state RFK Jr. vote breaks for President Trump. Trump seemed to understand celebrity politics, the links with the Kennedys, and what it would mean for him, right? Why do you think Trump's and RFK's political brands, which are opposite. So many of us work so well together right now. I guess just extreme policies that appeal to extreme people. Yeah. It's kind of unexplainable. He really made his mark being an anti-vaxxer.

41:40Kara Swisher:That was his whole thing. My feeling is like he had exhausted everything he could possibly write and talk about on the environment, which I think always was his true passion, at least when I knew him. And then like, okay, it was almost like a money thing. So how are you going to switch and now you're going to write 10 books on pharmaceutical companies and vaccines. And that just became like, it's almost like a, to my head, it's like a business move. A grift. A grift. Yeah. And, you know, grifters, see grifters. Right, right. That's a really good point. So, Carol, you just had a reunion with Andy Cohen on Watch What Happens Live after years of feuding with him.

42:15Kara Swisher:We now have a reality, you did? I pay attention. We now have a reality TV president, as you noted, celebrity's president. And as a former journalist, you worked for ABC, former Real Housewife of New York, and a member of the Kennedy Foundation. You understand every angle of this story, the intersection of pop culture and politics. What would you say your insight to power and celebrity is right now? And what's your takeaway a quarter century after his death? Oh, my gosh. I always thought, like, when John first told me about George magazine, I just immediately thought, this is such a brilliant idea.

42:49Kara Swisher:And so ahead of its time, people probably aren't ready for it. But like now it's arrived and now I don't know. It's a complicated question. I mean, my reality show experience is like totally it's just like totally separate than anything I could imagine that I would want in politics. In fact, like on that show, Real Housewives, the year that Trump was running during the night 2016, I was very, very against him and was very vocal about it on this on this show, which never had politics on it before. I even I even said that, you know, that he was I mean, I called him a buffoon. This is in 2016. I mean, I was pretty vocal about it as much as I could.

43:30Kara Swisher:And Bravo, to their credit, aired it all. But I don't know. It doesn't seem to have an impact. Like, you know, he went on to win. I'd like to come back to a time where politics is a little more boring, to be honest. It's boring. Noble. And noble and something to aspire to or some people to look up to. It's almost like the president is like a role model. Like he doesn't. Do you see that happening now? No. You've been in all these areas. It's moved more towards Real Housewives than it has. No, I don't see it happening now. In fact, I just heard a rumor. This is going to be totally made up, but one of my former cast members is considering getting into politics in Palm Beach.

44:08Kara Swisher:Right, but that makes sense. Yeah. Why not? And I think if she did, she would win. Yeah. I was just like, what? Have you ever considered it? Carol. Love that idea. No, I feel like I, well, I used to say I curse too much, but now everyone's cursing. Yeah. No. I think you're birthing the Carol Radswell. I know, right? right here. Right, for Senate. No, I mean, I think I'm too much of a hothead, but I don't know. You know, I want my apologies. Not saying no. Hello. Just not saying no. None of these things. Not saying no. That's sort of what Kennedy did, like John Kennedy did. So, Gary, you were the executive vice president of Global Marketing and Corporate Affairs at News Corp, where I met you.

44:51Kara Swisher:You were working for Uncle Satan, as I like to call Rupert. You know I did. That was my favorite. Of course. That was my favorite thing. It was because Because he was avuncular and satanic at the same time. It's a rare combination. He was friendly and evil. I felt like it was a compliment. That's why he's good. I understand the appeal. He took it as a compliment, too. Yeah. So you were described as the Murdoch whisperer. So I have to ask, President Trump is suing Murdoch for$10 billion over a Wall Street Journal report about a birthday card Trump allegedly gave to Jeff Epstein. It looks like, in fact, he did.

45:20Kara Swisher:What do you think is going through his head right now? Obviously, he just got this legal fight. He has to now report on his health. I don't think he is going to capitulate one iota. Yeah. I think he's going to fight this thing till the end because I think they've got this story hard. They've authenticated. I assume they've authenticated. The doodle. And the truth is he doesn't really need anything from Trump anymore. I mean, he got everything he needed in the first term. He was able to sell Fox to Disney and have no regulatory review. That is so cynical. Which is so crazy. Have you met? No. Well, there you go.

45:56Like, what does he need now? I mean, maybe if he sells because of the trust issue, he might, but that's still years away. So I think he's in a great position to fight this thing out. He's a man who likes to fight. He loves to take on where he's on the right, and he's got no reason to capitulate.

46:16Kara Swisher:Can you explain for people to understand? I do understand it, where he has the journal, which is the cudgel, which he does real news, and he loves it. He loves, loves, loves it. And you've got to admit. He's been a great owner. He's been a pretty good, right? I mean, you guys, everybody hated, everyone said it's the end of the journal. No, because the family was not great. No, exactly. I was like kind of excited for an actual professional to come in. He's been a great owner of the journal. That's used as a cudgel. He keeps it. He protects it. Keeps it pure. Absolutely. Over at Fox, it's the sort of lick Trump up and down groups most of the time, essentially.

46:44Well, it's really prime time.

46:45Kara Swisher:New York Post, you never know what they're going to do, right? Yeah, pretty much. And they're opening the LA version. Right. Is that how he's going to keep it? I think so. Because, you know, more than anyone, Murdoch is responsible for Trump in a lot. In bringing him up. Yeah. And I think my guess is, based on some fact, is that he learned to regret it at a certain point. Well, he certainly did in the emails. Certainly in 2020. I think he was ready for a change. I mean, I think I know that, actually. But, you know, he's a man who loved—he never had a relationship with a president until Trump. You know, he never had a relationship with Reagan.

47:17The Bushes didn't need him because they had ails. So he finally has a president that he has an inordinate amount of control over, and he used it. He used it really effectively. But now he doesn't need it. And so I think it's going to be really interesting.

47:30Kara Swisher:Does Trump need him? Much more than Rupert needs him. Because they need Fox News, doesn't he? Yeah. I mean, the problem is Rupert, nobody can really control the primetime anchors. The control from corporate is always daytime. I mean, the primetime is where all the influence is really wielded. Rupert may not need him, but Fox News needs him. What happens in the wake of the MAGA after that, after he leaves, presumably? MAGA after Trump leaves? For Fox. For Fox. Well, if you're in opposition, it's always been really good. What's interesting is that now that they're in power, they're doing great. But when I was in this game, if you were in opposition, it was really good.

48:11And, you know, MSNBC had a great run from 16 to 20. I suspect now that their audience is pretty durable.

48:19Kara Swisher:Durable over time. Yeah, and they're not going to – I think, you know, with him gone, I think Vance or whoever it is will be able to keep that. That thing is minting money. He's charmless. He's charmless. All right. Last question. In the doc, Tina Brown says the character is destiny and, quote, JFK Jr. should not have been at the helm of that plane. He was told it was not a good time to fly any base and said, I'm going to do it anyway. I don't know if that – Tina notes this in the piece. I'm quoting from the thing. Right. And I'm not sure that's true. Okay. And I challenge that because I haven't seen anything where he was specifically told, you should not fly this plane.

48:53Right. I mean, I'm not making excuses for him, but I'm not sure that that's right.

48:56Kara Swisher:In a lot of ways, he embodied a lot of America's best traits, entrepreneurship, risk-taking, confidence, but also reckonseness in that regard. So what is his legacy for you personally as a friend and as someone we can't stop thinking about? I think that is – when I saw all those pictures, I was sort of brought back. Carol, you go first, and Gary, you get the last word. He was my late husband's best friend, closest cousin, and confidant. And obviously, Carolyn Bissette was then one of my closest friends and also confidant. So I'm just sort of micro. I see them and him as that. My cousin, cousin-in-law, my best friend.

49:37Kara Swisher:And when I think of him, I don't see the macro. I just see the micro and who he was as a person, as a friend, as a husband, as a cousin. And, you know, on every level, he was just fantastic. He was always fun to be around John. He was just a wonderful human being. And the world lost a lot when that plane went down. Gary? I can't say it any better than that. I mean, that's exactly how I feel. I mean, put aside the myths and the fame and all that, he was just a great friend. He was a loyal friend. He rooted for his friends. He was fun as hell, incredibly playful. I mean, the thousands of hours of games and sports.

50:24Prank, jokes. He wore his fame with incredible elegance. On the public stage, he was elegant. In private, he was elegant. And I think the world could really use someone like John today.

50:36Kara Swisher:Yeah. Let's end on that. Thank you so much. Thank you. Thank you. On with Kara Swisher is produced by Christian Castor-Russell, Kateri Yoakum, Megan Burney, Alison Rogers, and Kaylin Lynch. Nishat Kerwa is Vox Media's executive producer of podcasts. Special thanks to Claire Hyman and Eric Littke. Aaliyah Jackson engineered this episode. And our theme music is by Trackademics. If you're already following the show, you already have the measles antibodies. If not, watch out for brain worms and roadkill. It smells like death. Go wherever you listen to podcasts, search for On with Kara Swisher and hit follow.

51:12Kara Swisher:Thanks for listening to On with Kara Swisher from Podium Media, New York Magazine, the Vox Media Podcast Network, and us. We'll be back on Thursday with more.

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From the publisher

More than 25 years after his tragic death, John F. Kennedy Jr. remains one of the most captivating figures in American public life. He was handsome, charming, and born into political royalty — and when he died in a plane crash in 1999, he was fighting to save George, his glossy political magazine, and weighing a run for New York governor.

Ryan Murphy is producing American Love Story, a new series about John and his wife Carolyn Bessette-Kennedy; some QAnon conspiracy theorists believe JFK Jr. is still alive; and CNN has just released the first episode of a three-part documentary series called American Prince: JFK. Jr. 

So why can’t we look away? Why are John and Carolyn still objects of fascination, speculation, and even conspiracy? What does our continued obsession say about us — and about American political culture?

Kara talks to two close friends of John and Carolyn, Gary Ginsberg and Carole Radziwill, who are featured in American Prince. Together with Kara, they reflect how myth and reality collided in the story of John and Carolyn, what George got right (and wrong) about modern politics, and how the media scrutiny that continues to shape John and Carolyn's legacy.

Ginsberg met John at Brown University, and he was the senior editor and legal counsel at George magazine. He went on to become an assistant counsel to President Clinton and a senior executive at News Corp and Time Warner. He was also a consulting producer on American Prince and the author of First Friends: The Powerful, Unsung (And Unelected) People Who Shaped Our Presidents.

Radziwill is a former journalist. Her work at ABC News won a Peabody and multiple Emmys. She’s also a former cast member of the Real Housewives of New York, and her late husband, Anthony Radziwill, was JFK Jr.’s cousin and best friend. Radziwill is the author of three books, including the bestselling memoir, What Remains, and she recently launched a newsletter on Substack, Life with Carole Radziwill. 

Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher.
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