Cutie Jack Kennedy Schlossberg appeared at the virtual DNC with his mom

kennedy schlossberg2

At this point, I wouldn’t touch a Kennedy man with a ten-foot pole, although I do have days where I really miss Teddy Kennedy’s voice in the US Senate. Ted Kennedy passed away in Barack Obama’s first term, and while there are Kennedys in Congress and various state governments now, there is no major political figure from that family in the current political world. Except for, arguably, Caroline Kennedy Schlossberg. Daughter of an assassinated president, she also buried her mother and her only sibling, JFK Jr, in the 1990s. Caroline has always been a quiet force in Democratic Party politics, and I remember how big a deal it was that both she and Teddy Kennedy were early endorsers of Barack Obama. President Obama made her the US ambassador to Japan, a role she loved (and Japan treated her like an American princess in residence).

Anyway, I wasn’t expecting anything from Caroline at the DNC, but she did a video endorsement for Joe Biden, someone she’s known for nearly 50 years. Standing next to her: her son John Kennedy Schlossberg, who goes by Jack Schlossberg. He’s 27 years old and the only grandson of the late JFK. He… looks A LOT like her late brother. Not a carbon copy or anything, but there’s definitely a family resemblance. And now I’m sad – JFK Jr adored his nephew and nieces and he left his estate to them and to his sister. Caroline and her children are the only John F. Kennedy legacies left. Here’s the video:

Jack grew up in New York, so I’m not surprised that he does not have a Massachusetts accent like most Kennedy men. And Caroline looks great, honestly. It’s refreshing to see a woman her age with a natural face. She looks like Meredith Vieira.

Anyway, this is just an FYI – there’s a young, attractive Kennedy man around. And he’s political.

kennedy schlossberg

Screencaps courtesy of video.

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91 Responses to “Cutie Jack Kennedy Schlossberg appeared at the virtual DNC with his mom”

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  1. Lightpurple says:

    I have met him. He does a lot of work at the JFK Library, attends a lot of events there. In person, he is charismatic and charming and hot.

    I also adore Caroline, who has a great sense of humor. I would love to know what she really thinks of Nagini but she would never go negative in public. She’s very aware of protecting her image and that of her parents.

    • Darla says:

      I was taken back when I saw him because I had no idea he resembles JFK Jr.

    • Jerusha says:

      It’s hard for me to believe Caroline is nearly 63! I was a Kennedy fanatic in 1960, turned 16 yo the week JFK was elected, so I’ve been watching Caroline since she was three. So many memories-playing with her father, her hand on the casket, solemnly watching the caisson go by. So much tragedy in her life. But she didn’t wallow in self pity and became a productive member of society. Maybe the best of the Kennedys.

    • Ellie says:

      I’m surprised Taylor Swift hasn’t gone after this one yet (lol)

    • adastraperaspera says:

      Good to know he’s a nice guy! I really loved their video. Gave me some heart squeezes to see Caroline.

  2. Becks1 says:

    I mean, damn. those Kennedy genes are STRONG. He’s not a carbon copy, but I would know he was a Kennedy without someone telling me.

    I have a lot of respect for Caroline Kennedy. She’s experienced very tragic events in very public ways, and still gets out there and works as ambassador etc.

    • molly says:

      I was going to say the same thing about Caroline. If she ended up an absolute mess, I don’t think anyone would have been surprised. Messy parents, tragic loss, global fame, and more. The fact that she’s gone on to thrive personally and professionally is a testament to her strength and grit.
      (And wooooo does she look like her mother!)

    • FC says:

      If you think his resemblance is strong, Google Rose Schlossberg, Caroline’s daughter. She looks IDENTICAL to Jackie O.

  3. Kiera says:

    Isn’t there Joe Kennedy, the red head, whose essentially Elizabeth Warrens protege? I’ve heard for years he’s been groomed behind the scenes to be a player in the Democratic Party. There were rumors at one point that if Warren had gotten the nomination he would be tapped for some position. He also did the Counter state of the union one year.

    • Sofia says:

      He’s running against Markey for the senate seat

    • Murphy says:

      I was into him until he challenged Markey. He should have waited. (hopefully until Warren gets tapped to Biden’s cabinet)

      • Soup2Nuts says:

        I can’t believe what a big deal that race has turned into in MA. Kennedy seemed to have it locked up and then in the last couple of weeks the polling has really tightened up. The latest had Markey in the lead within the margin of error. I listened to some of their final debate on NPR last night and I’m biased (I live on Cape. No More F*cking Kennedys) but Kennedy does not come across well on the radio.

      • Kiera says:

        I had no and I live in Maine. To be fair I’ve been pretty preoccupied with hoping/helping to get Collins voted out and haven’t paid attention to over in Mass. Very interesting to hear both your and Soup’s perspective. Soup its funny you say that about the radio because Kennedy got a huge boost against Nixon because of TV. But people who listened to Nixon on the radio liked him better than Kennedy. Just a fun fact.

  4. Sofia says:

    Eh. I don’t think he looks like his uncle. Google “Edwin Schlossberg” and “young Edwin Schlossberg” and you’ll see the resemblance between father and son is a LOT stronger than the resemblance between uncle and nephew. The genes are there, yes but personally, he looks like his father to me.

    • Betsy says:

      Yeah, that’s all I could see, too. Like there’s shades of the Kennedys, but that boy is all Schlossberg.

      And yeah, Caroline looks amazing. She looks like herself, like a human instead of a bag of plastic pick-a-part parts.

    • LadyMTL says:

      I think it’s the dark hair and (maybe) something around the eyes that gives off a slight JFK Jr vibe? I agree that he definitely looks more like his father.

    • Becks1 says:

      I think he looks a lot like his father, but I always thought that Edwin Schlossberg looked a lot like a Kennedy lol.

    • Lightpurple says:

      I think he looks a lot like his great grandmother Rose Fitzgerald Kennedy. I can see his Dad in the mix, yes, but I also see a lot of Rose.

  5. Escondista says:

    Caroline looks so so proud when he’s speaking. I’m so happy that she is still here fighting for what is is right. I know family tragedy myself and how hard it can be to keep going. I don’t believe in curses but I hope that sweet Jack (And all gen z) becomes A happy old person in a healthier world than we have today.

  6. Nik says:

    People really thirst over any and every white guy huh?

  7. SamC says:

    I’ve met Joe Kennedy, the Congressman now running for Senator in MA, several times and he has potential, though I do think he should have gotten a few more years under his belt before running for Senate. Was most impressed meeting with him when the Affordable Care Act was the hot topic first year Trump was in office. He had a great grasp of it and, more importantly, was able to clearly articulate both sides of the issues and legislation which is rare. Usually the legislator gives lip service and their staff is issues experts.

    • Lightpurple says:

      Joe is a sweet, really kind guy, who cares very deeply about his constituents and works really hard, especially on healthcare and mental health issues. I do wish he had stayed in the House longer. I’m expecting my primary ballot in the mail today and I still haven’t decided between him and Markey.

  8. Betsy says:

    Ivanka, take a note: to be widely respected, don’t be the daughter of a fascist dictator. Don’t insert your unqualified and unintelligent self where you aren’t welcome. Go get qualified (just kidding; she’s too stupid).

    I bet Japan treated her like an American princess. Her family has made a lot of sacrifices.

  9. Lanie says:


    I never though John John was hot.

    Never thought Jackie and Lee were stunning beauties either.

    I’ve always found the Kennedy/Shriver/Bouvier set homely. But money and status make the men hot, whille money, status and thinness make the women beautiful.

    • Becks1 says:

      Jackie Kennedy, IMO, was really beautiful when she was younger – like around the time of her wedding. I think she aged pretty well, but when I look back at her WH years I don’t think she was stunning. But, she was stylish, and that’s what I think was her big draw.

      • Jerusha says:

        She followed Eleanor, Bess and Mamie, so she was a change, quite stunning. She and JFK were the first WH couple born in the 20th century. I was in my mid teens at the time and I can attest that they were treated like movie stars. They were covered in Photoplay, Modern Screen and all the other movie magazines of the day. It seemed like a time of fresh beginnings, of youthful optimism. Of course, we all know how it turned out, but it was most definitely inspiring for awhile.

      • Edison Wato says:

        Jackie was only 31 years old when she became FLOTUS. Another huge appeal were the two young children.

    • Darla says:

      OH come on, no. JFK Jr. was probably the first beautiful and glamorous man I ever saw. I can see saying you didn’t find him sexy, I have definitely known very handsome men who just didn’t do it for me, but it wasn’t his money. He was gorgeous.

    • Sofia says:

      I’ll strongly disagree with you about John Jr. Never got the appeal of Jackie and Lee but they (especially Jackie) could dress very well which increased their overall appeal. But if a good looking Kennedy is what you’re after, have a look at the Kennedy-Lawford branch. Some of them are pretty cute IMO

      • Lightpurple says:

        Chris Lawford was stunning, may he Rest In Peace.

      • Christin says:

        John Jr. was on magazine covers for a reason.

        I thought of Jackie yesterday, when a photo of Rosalynn Carter in a beautiful dress was circulating due her birthday. Rosalynn has more beauty (IMO) than Jackie and most other First Ladies. Her features were somewhat similar to Jackie, but Rosalynn focused more solely on substance than style.

      • Marjorie says:

        Chris Lawford was the fairest man in the Kennedy land, may he rest in peace. He used to look in the mirror and thank his movie star dad for his genes.

        Since we are going at full tilt here, I’ll add that I never thought Jackie was beautiful. I saw her in person a few times in NYC. When she was young she cultivated a reserved “French” identity (she was mostly Irish) and then later all the horror just stuck to her. I admired her though for how she lived her later years, working at the Met museum and as an editor.

      • Christin says:

        @Marjorie – I personally find young Jackie to be unique looking – the eye goes to her in group photos.

        Did she have that certain “spark” when seeing her in person? I’ve heard that her son had it.

      • Marjorie says:

        Jackie had an aura, not really a spark. Like the powerful pull certain people have.
        Charisma. Once at a museum event I realized she was standing next to me and I hadn’t even looked at her. ( I did not know her, just saw her in NYC a few times at social/public service events.)

    • Jegede says:

      JFK Jr, Tim Shriver & Antony K Shriver were supreme hot IMO!😛😛😛

      Even, without their names I would have absolutely looked twice.

    • Becks1 says:

      Also, I think part of the appeal of JFK was just….context. He ran against Richard Nixon. Look at the presidents after him – LBJ, Nixon, Ford, etc. He took over from Eisenhower. These are all older white men, and sorry to say, none of them were very attractive. In that context, JFK was very young and very attractive and Jackie was as well. JFK was only 46 when he was assassinated. It wasn’t necessarily about how objectively good looking the family was, but how much they differed from who was before and after.

      But, JFK Jr was hot.

    • Parvati says:

      JFK jr, was gorgeous – he was classically handsome – similar to old Hollywood matinee idols. It may or may not be appealing at an individual level – but he was a head turner. But the most gorgeous Kennedy to me is Bobby Kennedy (RFK) – personality, intelligence, political acumen. His presidency would have been amazing. Three assasinations changed the world – JFK, RFK, MLK Jr. – and we are all suffering.

    • ReginaGeorge says:

      Same regarding JFK Jr. I never got the hype. He was tall, nicely built and with a great head of hair, but I never thought he was all that.

      Jackie was cute when she was young. Wasn’t a great beauty either, but it was her youth, style and the way she carried herself that made her stand out from all of the previous FLOTUS’.

  10. Smices says:

    Apparently he’s a big Harry and Meghan fan. He follows a couple of fan sites on Instagram.

  11. Stacy Dresden says:

    This is sweet

  12. Digital Unicorn says:

    Oh yes, he’s a cutie and seems a nice guy. And yeah he does resemble her brother. Is this the guy that Tay Tay dated for a while and stalked?

    • Sofia says:

      Wrong Kennedy but close. It was in fact his 2nd cousin Conor who dated Taylor. RFK’s grandson.

      (Don’t ask me how/why I know Kennedy trivia haha)

    • Arpeggi says:

      No that was one of Bobby’s grandkids

    • AMM says:

      That was Conner Kennedy, son of the anti vaxxer Kennedy.

    • Miss617 says:

      No, that was Conor Kennedy, son of RFK Jr, anti-vax advocate and therefore the worst Kennedy.

      • Jaded says:

        @Miss617 & AMM – I’ve worked with RFK Jr. and he’s a complete sh*thead of a human being. Definitely more Skakel than Kennedy.

      • holly hobby says:

        The Skakel pool is the worse but I’ve read a few Kennedy bios and Ethel just didn’t take an interest in raising her kids after RJK died. The boys were left to run the roost themselves and that’s why most of them are asses.

      • Christin says:

        From what I have read through the years, apparently David was the son who was soft hearted and therefore viewed as weak by his mother.

        His life ended at 28. And Ethel is still going at 90-something.

        He made regrettable choices, yet watching your father be shot on live TV had to be highly traumatic for any child.

    • Jegede says:

      I’m 🤣🤣🤣🤣 at everyone calling him Bobby “anti-vaxer” Kennedy.

    • Christin says:

      Sighing for the two summers of TayTay’s romantic adventures…

      Pap strolls with a teenager and an actor posing on rocky shores. And inflatables. Never forget the inflatables.

      Oh, and lest we forget the savvy real estate purchase. It pays to buy a house around the corner from your young boyfriend’s famous family compound.

  13. Insomniac says:

    Wow. Those Bouvier genes are strong!

    • paddingtonjr says:

      They really are! Jack and JFK Jr. both share that dark wavy hair and Rose Schlossberg looks like a young Jackie.

  14. ABritGuest says:

    Damn he really looks like Jackie and JFK Jnr. Nice message

  15. parkernin says:

    Those Bouvier genes are strong! Wow.

  16. Loretta says:

    I’m always fond of Caroline, it’s so sad that she’s the only person alive of the JFK and Jackie’s family. It doesn’t have to be easy for her ( I still remember the interview she did years ago for the 50th anniversary of JFK’s death when she almost cried as she recounted the memories she had of him)

    • Christin says:

      That makes me sad as well. I remember John Jr saying that he was not sure he had a true memory of his father, versus stories he had read/heard.

    • paddingtonjr says:

      I also feel for Caroline. She is the only one left of the Jack-Jackie nuclear family. I remember Katie Holmes saying Caroline wouldn’t meet with her when Katie was preparing to play Jackie. At the time, and after seeing Caroline, I thought how horrible that she has to constantly re-live her parents’ marriage as “Camelot” continues to spawn movies, tv shows and books. Yet, she continues to be committed to public service and has raised her children to be as well. She is accomplished, gracious and kind. She has been able to keep her private life private and has three grown children who have stayed out of the tabloids and seemingly out of trouble.

  17. Keira says:

    Nice. I just learned that Caroline never actually took the Schlossberg name.

  18. Nikki* says:

    I’m done elevating the Kennedys as our glitzy entitled royal family, but Caroline and a few of her cousins have accomplished a LOT, and that I respect. I’m over being swayed by charm or dazzled by a name; show me what you’ve accomplished and what you stand for.

  19. Nina Simone says:

    I’ll always love and respect Ted Kennedy. The man was a true visionary and led with empathy. He truly worked to pay for the his sins and mistakes. I remember it was a HUGE deal that he endorsed Barack over Hillary. It shocked even her and It was definitely a turning point in the 2008 primaries. The Kennedys aren’t perfect but many of them have been on the right side of history (ahem RFK Jr what’s up with you?!)

    • Darla says:

      He’s a visionary because he prioritized race over gender? Both would have been amazing firsts. I remember reading bell hooks years ago, and she wrote that she felt misogyny was a stronger force in our culture than racism (she was NOT underplaying racism), and predicted we would have a black male president before we had a woman president of any race/ethnicity. I should go back and read this again, because I think she may have mentioned it would be like, a century before we had a black woman prez, and I am now hopeful Kamala will eventually prove that one part wrong)

      I don’t know what the right call was, but I think it’s an interesting discussion, and when I factor in Ted’s history with women (it’s a waitress sandwich! among other things), I really don’t find his decision to back the man over the woman all that bold or progressive.

  20. Darla says:

    I’m not of Camelot so I don’t have that nostalgia, but I am a New Yorker and in the 90′s, and I guess even late 80′s, JFK Jr. was IT. Period. And he was gorgeous, but whatever. All young women at the time hoped to meet him. It was said he went up to women in bars and said “hi, I’m john”. LOL. I don’t believe that, but that’s what people said. I remember my bff’s mother telling us, just in case he came up to one of us and we were too dumb to recognize the most famous man in NY. And I remember the day his plane went down, I called the same friend, and we were just like, you never know what’s going to happen if you get your wish. You could end up at the bottom of the atlantic at a young age. It was so crazy to us.

    • Christin says:

      The bff mother sharing that intel is hilarious. I do remember reading that he did not advertise his last name (as if anyone seeing him in person would not know).

      I was barely a teenager when I spotted a photo of him taken in his Brown days. He had been kept out of the media reach for a long time, but then People published that beach photo. By 1988, he was big news.

      I liked how he lived his NYC life, despite being hounded by paps. He was in a fishbowl but seemed to handle it relatively well.

      Hard to believe he would have turned 60 this November.

    • Royalblue says:

      Darla I had a crush on him too, and when his plane went down I told my mother, are you happy now that we never hooked up.

  21. sassafras says:

    What I love is how Caroline continued the work of her family but in a (mostly) private way. Her contributions to the Kennedy school and center, her fundraising and support of candidates. It’s almost certain she did not feel public office was for her, but she’s made her uncles – her surrogate fathers- and her mother proud.

    • Dilettante says:

      Public office was not for her – she was a train wreck when she (briefly) ran for the senate. Good thing she was reading off a TelePrompTer in her pitch for Biden.

  22. Jane Doe says:

    He looks like his Grandmother.

  23. dumbledork says:

    Ted Kennedy was an absolute POS. Google waitress sandwich and obviously the car accident and it just shows you what being a rich white male from a famous family can do for you.

    • KellyRyan says:

      Remember Chappaquiddick. Ted was never sorry for his behavior. His goal was to save his Kennedy a**. Robert Kennedy JR, wife’s suicide and his denial of his behavior in the relationship. This is not Camelot, never was, but great PR.

  24. Jules says:

    I find the accent comment a little odd. I’m from Massachusetts and I feel like that accent is dying out. I think you find it in older Irish and Italian Americans and/or residents of more urban areas of Boston, even if he had grown up here it is doubtful he’d have an accent. Not all his cousins (the one who came to school here) do, many of my friends and family don’t, and I know I don’t. But I’ve worked with Irish Americans and Italian Americans over 50 who do and where from Boston or Boston suburbs. It really isn’t that common.

    I felt who looks like Jackie and JFK Jr. And that’s not a surprise because people used to say that JFK Jr had a lot of the Bouvier genes. And now I think he looks like his maternal grandparents, uncle but with his Schlossberg genes…they mixed well. He does seem like a charming, caring and educated individual.

  25. Marni112 says:

    Found Jack a bit wooden.

  26. furbar says:

    so basically if you’re born into a rich connected family, you’re destined to be the power player yourself, sort of like royalty, eh?