Graydon Carter: Grifter isn’t the right word for the Sussexes, they’re ‘chancers’

Graydon Carter is currently promoting his new memoir, When the Going Was Good. It’s largely about his time as Vanity Fair’s editor-in-chief and what the media/magazine business was like in the glory days of the 1990s and pre-crash ‘00s. I skimmed through his interview with the Times of London, where he spoke a lot about his dealings with Donald Trump over the years and he remarked, “I don’t recognise this man. If it comes out in 15 years that this Trump was a Manchurian candidate, I wouldn’t be surprised. The Trump I knew was someone who just wanted to be liked.” He also bad-mouthed Anna Wintour and VF’s new EIC Radhika Jones. He said that Jones has made VF “less fun, less interesting and don’t even get me started on the dull covers.” Which… fair enough. I also think Jones is too cerebral for a VF editor.

The reason I skimmed that Times interview was because I wanted to see if a British outlet got Carter to talk about the Duke and Duchess of Sussex. They did not. The last time Carter was out and about and giving interviews, it was 2023 and he spent a good chunk of time criticizing the Sussexes and predicting that their marriage will last for “years not decades.” His site, Air Mail, has also spent a lot of time hitting Meghan in particular. Well, Carter also chatted with Maureen Dowd at the NY Times, and they played a game called “confirm or deny.” Dowd got him on the record about whether he thinks Harry and Meghan are, in Bill Simmons’ words, “f–king grifters.”

Confirm or Deny: Annie Leibovitz took your passport photo.
Graydon Carter: She took my passport photo.

CoD: The two funniest non-comedians you’ve ever met are George Clooney and Anderson Cooper.
In both cases, they were so funny that I had to tell them to stop because I thought my trachea would break.

CoD: Anna Wintour should retire.
Absolutely not. I think she can go on for decades.

CoD: Putin once called you to get on the cover of Vanity Fair.
Deny.

CoD: The Kushners are the new Kennedys.
Deny. Well, the new Bobby Kennedy juniors, if that’s the arm of the family you’re referring to.

CoD: Taylor Swift has a lifetime ban from the Waverly Inn.
No, we adore Taylor Swift.

CoD: Harry and Meghan are grifters.
Bill Simmons could say that. I never would. I’m not sure grifter is the right word. More “chancers,” which is an English expression for somebody who is on the make.

CoD: The Democrats need a celebrity candidate in 2028.
Confirm. Well, they need a candidate, and whether it’s a celebrity or not, they’ve got a strong bench. It’ll take six months, and they’ll get things sorted out, and then there’ll be a force.

[From The NY Times]

Americans don’t use “chancer” as any kind of descriptor, so I actually looked it up. Per dictionary.com, chancer is “an unscrupulous or dishonest opportunist who is prepared to try any dubious scheme for making money or furthering his or her own ends.” Like… Harry and Meghan got a Netflix contract? Meghan is investing in small, female-owned businesses? She’s doing a line of crepe mixes? Harry is working for a mental-health coaching business? What the f–k is so unscrupulous about any of this? The Sussexes really have the old guard royalist media on their heels, huh? In some ways, this is what Graydon Carter is describing in his memoir – he and the other tastemaker media types have seen their relevance dip to the point where they can’t control what people think of the Sussexes (or anyone), and it’s driving them crazy.

Photos courtesy of Avalon Red.

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47 Responses to “Graydon Carter: Grifter isn’t the right word for the Sussexes, they’re ‘chancers’”

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  1. somebody says:

    Sounds like someone who would hang out with DT.

    • Caribbean says:

      As a fan I should be saying “I love All those movie Promotions and premiers that Harry and Meghan go to and I love ALL THOSE Instagram Products that Meghan is selling for those Brand Sponsorships she has and I love ALL those Brands that she promotes and shout them out when she goes on the various Many interviews that she gives selling these brand”…..I cannot because HARRY AND MEGHAN ARE DOING NONE OF THAT…AND if they were, no ONE in American should blink an eye, that is what 99% of influencers and STARS are doing and hoping to do. Yet these people are calling them names…while we have the left behind doing ‘bag of cash’ ‘selling access’ ‘s[]cking toes’ ‘slumlords’ and THEY ARE NOT BEING CALLED NAMES.

    • FloridaWoman says:

      And let’s not forget the reason Carter resigned: he got out before the story was uncovered that he’d helped hide the Epstein story, because they were friends.

    • westcoastgal says:

      I think he might of been a bit of someone a very long time ago. Hoping for wee smidgen of relevance but who really would bother to buy his book? What could he possibly have to say that would be interesting at this moment in time? His moment has long past, no one cares but do your thing old man. Maybe Camilla will add it to her book club reading.

    • fishface says:

      obnoxious, old, white man, no longer relevant, turned VF into an advertising catalogue. NEXT!

  2. And another one walking in the hate parade. They are coming out of the woodwork to hate.

    • jais says:

      yep, another one. Sounds like he’s been walking in this parade for a while. Saddest parade to ever parade.

    • Megan says:

      Is chancer short for Camilla Parker Bowles?

      • FlamingHotCheetos2021 says:

        I mean, if we’re talking unscrupulous then I think Charles and William are on the hook for that, what with the slumlording and the grocery bags full of cash.

  3. jais says:

    Another one who sounds like an ancient dinosaur. Gasping for relevance is right. Meghan invested in a small female-owned drink brand, clevr. I mean she saw an opportunity and took a chance, sure. But this man is not meaning chancer as a compliment. But why would I listen to anything this guy has to say? He’s a relic who may have some wisdom left to impart but is flailing in regards to the culture. Misogyny isn’t cute.

    • Blogger says:

      I took it at its literal meaning – they took the chance to thrive by escaping from that toxic institution and they succeeded.

      So these chancers should encourage others to leave toxic situations.

      • Nanea says:

        No, it’s meant as an insult.

        Old white Brits are good at doing these kinds of backhanded compliments that sound good/straight to anyone not British = in the know posh, educated in public schools.

    • Kingston says:

      Get it right @Jais…………………Clevr is just one of the first companies that M invested in after they arrived in America in March 2020. By now her portfolio is 10-15 companies. And H’s portfolio is prolly the same size. You should hear his presentation and Q&A at the Upfront Summit 2025 where he talked about researching and investing in “companies that align with my values.”

      And even before she met H, M had a small portfolio, with her LA-based business manager handling her business while she spent 2 years (Nov 2017 – Jan 2020) trying to civilize that ancient criminal enterprise in the UK thats still sucking up all the oxygen and other valuable resources from their serfs.

      • jais says:

        I mean I was just using that one as an example but yes the fuller account is always good. I just think it’s funny that a chancer is an unscrupulous opportunist bc what’s unscrupulous about investing in a small and cute drink company? Seems pretty wholesome actually. Apparently hanging out with Jeffrey Epstein doesn’t make one unscrupulous? Graydon Carter might need to set his judgments aside bc he seems tainted to the point that his opinions don’t have any real weight.

  4. Maxine Branch says:

    Why would I pay attention to an old white man’s analysis of a bi-racial couple?

  5. Libra says:

    Jealousy and resentment. The narrative was supposed to be about them failing and crawling back to Charles. That didn’t happen. They upset the expectations. Throw in the racial aspect and you have haters. “How can they make it without our help” leaves them bitter.. “How dare they succeed without our permission” ?

  6. Eurydice says:

    Wasn’t Graydon Carter the one who called Trump “a short-fingered vulgarian”?

  7. Em says:

    What’s up with vanity fair and the hatred? Did Meghan turn down a cover or something

    • sevenblue says:

      They got ties to the BRF and the tabloids through their royal reporters. Probably that’s why.

  8. ThatGirlThere says:

    I don’t get why people hate on others for being successful and wanting success. Harry, the “spare” heir, is a standout star of the family – way more interesting than his lazy, boring, and simple brother. The press, and the so-called upper crust, seem to resent that. And since Meghan arrived, she’s overshadowed everyone, bringing much-needed glamour and excitement.

    I’m not saying something that having said before here. I’m just amazed at the nastiness of these people.

  9. Tessa says:

    Bill Simmons is no role model. Unprofessional person and wants to get “in” with Anti Sussex groups.

  10. Dee(2) says:

    Bill Simmons is a salty because Harry and Meghan had standards. He wanted The Real Housewives of Windsor and they weren’t going for it. The mass exodus of talent at Spotify podcast division and their issues with gimlet during his tenure overrides any commentary he could make.

    And this dude, I’d love to know what’s unscrupulous about leaving a taxpayer funded environment to earn your own money. Providing things that people don’t have to purchase or watch. They aren’t hawking snake oil.

    They’re so bitter that they won’t play the game that they thought that everyone knew should be played. They thought that Harry and Meghan were just saying it but didn’t really mean it, and now that they realize no they aren’t going to be Margaret and Tony for the 21st century they’re upset.

  11. aquarius64 says:

    Woodwork squeaks and out come the royalist freaks.

    • FlamingHotCheetos2021 says:

      Man, those cracks in the paint must be clown cars with all the royalist freaks squirming their way out.

  12. Jay says:

    Oh good, Maureen Dowd and Graydon Carter, just the experts I needed to hear from in this cultural moment (snort). So much relevant analysis!

    I didn’t know the word “chancer” before, but like Harry said – ambition and hustle are not bad words in America, so the insult really doesn’t land.

  13. Lover says:

    I’ll never get over the self-delusion of monarchists who accuse others of getting their money through unscrupulous means.

    I know aristocrats think it’s distasteful to have a job. It’s so middle-class after all. Does Graydon Carter remember that he once had a job.

  14. Lisa says:

    Gwyneth Paltrow called you fat and you chickened out of publishing your tell all on her, you pussy!

    • GMH says:

      Both Grayden and Tina both suffer from the same problem — they are past their sell dates and desperately seeking relevance but have no sources from H&M’s generation who have no time for them and see them as nothing more than relics from another age. So Grayden and Tina cling onto the old guard who are out of touch and drive the dated coverage we all roll our eyes over.

  15. Hypocrisy says:

    What a horrible man..

  16. MsIam says:

    Chancers? Has he not met Fergie and Andrew? Really?

  17. Lori says:

    Graydon started Spy magazine in the 70’s and declared Trump was “a tiny fingered vulgarian” and Trump was furious. To the point he would send pictures of himself to Grayson circling his hands & writing in margin “see not so tiny”! Grayson would send back and say “yes, tiny”! Graydon is not a Trump fan in any way…

  18. Kingston says:

    Even tho I know that all these old white diseased relics who have come crawling out from their sewers to bare their arse and show the civilized world how much their fevered thoughts about this dynamic mixed-race couple, who keep rising and thriving despite the ire of the particular demographic that’s accurately described as “racist white supremacists,” eat them from the inside out…………………(bcos lets face it, the fact that a BLACK-biracial woman entered their hallowed space via their most eligible, prized Prince because he has been thoroughly captivated by her, but she entered, remained unimpressed and even told them: “Look, all the grandeur surrounding this stuff is an attachment I don’t personally have;” then left with her husband and baby and with her head high despite all their attempts to unalive her, IS whats driving their madness)…………………………..I’m still gobsmacked by the fact that they vomit this bile from the depths of their pathologically envious, writhing entrails with no sense of awareness of how they repulse decent people everywhere.

  19. wolfmamma says:

    I’m getting Piers Morgan vibes from this one.

  20. Saucy&Sassy says:

    Another heard from that upholds the white supremist patriarchy.

  21. Jaded says:

    He’s right up there with Tina Brown on my sh*t-list of irrelevant pontificators who ruined VF.

  22. Over it says:

    You know you are that B when every has Been, has -not and has- never -will , comes out to take shots at you . Meghan I absolutely love you .

  23. bisynaptic says:

    Also: LOL that PRINCE Harry is “on the make”.

  24. martha says:

    I think the American equivalent to English “a chancer” is

    “… has an eye to the main chance.”

  25. AC says:

    Googled him and he’s Canadian. I truly Love Canada, but with some of the people coming from there lately it’s not perfect either.