Episode Transcript
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Speaker 1 (00:09):
What do you think about Jack Schlasberg.
Speaker 2 (00:11):
Well, I don't know a ton about him.
Speaker 3 (00:14):
I think he's hot and that's my main interest. But
I thought he was a little bit more contained than
what I just observed on Twitter. The first tweet that sucks.
Speaker 2 (00:31):
Me in this isn't all caps Happy birthday to Dax
Shepherd's wife. And then two spaces down Kristen, two spaces
down Bell, two spaces down, all.
Speaker 3 (00:45):
Caps again Dax Shepherd, and then we go into normal text.
Speaker 4 (00:49):
Wonder if he'd ever have me on his podcast Space
question Mark after he made racist comments about me space
exclamation point, two spaces.
Speaker 2 (01:00):
Down, dackx all caps, did you get face filler?
Speaker 4 (01:04):
Space question where?
Speaker 5 (01:10):
And then I just started scrolling his.
Speaker 4 (01:14):
Page and I'm like, this man is insane.
Speaker 2 (01:18):
I don't know if he's just being an edge lord
with this one, but this is another tweet we deserve
to know if Megan Kelly was born with.
Speaker 4 (01:28):
Male or female genitalia four exclamation points.
Speaker 3 (01:32):
Justice will prevail.
Speaker 4 (01:34):
Wait, I have to find my other favorite one. His
tweets are.
Speaker 6 (01:39):
Just so off the wall.
Speaker 5 (01:42):
Where is that incredible to me?
Speaker 7 (01:44):
Oh?
Speaker 4 (01:45):
Yeah?
Speaker 6 (01:45):
He called gif me a bitch, which I just thought
was funny.
Speaker 4 (01:48):
I mean RFK RFK Junior says no vaccines.
Speaker 2 (01:52):
But wants everyone to wear wearable My first Amendment right
not to have an or ring.
Speaker 5 (01:57):
Corporate bitch that he talked kid's menu is DEI.
Speaker 2 (02:11):
I just don't even know what he's fucking talking about.
Speaker 5 (02:22):
I'm George Severes, I'm Lyra Smith, and this is United.
Speaker 6 (02:26):
States of Kennedy, a podcast about our cultural fascination with
the Kennedy dynasty. Every week we go into one aspect
of the Kennedy story, and today we are talking about
JFK's grandson and social media Jester Jack Schlossberg.
Speaker 1 (02:41):
You may have seen his speech at the twenty twenty
four DNC or you may have seen him dancing shirtless
on Instagram. Either way, he's been getting people talking. So
where did he come from?
Speaker 6 (02:53):
So, like we said, he is jfka's grandson for most
of his life he's currently thirty two. I believe for
most of his life did everything you would expect a
young handsome Kennedy, especially one who is the literal grandson
of JFK to do. He was sort of tangentially involved
in politics and the way you would expect. He had
a position at the JFK Presidential Library, where he was
(03:13):
involved in selecting the recipients of various citizenship awards. He
spoke at the twenty twenty DNC in favor of Joe Biden.
He attended the Met Gala with his mom, Caroline Kennedy.
He went to law school. He went to Harvard. You
know again, anything you might.
Speaker 1 (03:28):
Expect, Harvard and Yale got them, both, Harvard and Yale.
Speaker 5 (03:31):
I'm sorry, that's right. I gotta catch them all.
Speaker 6 (03:35):
But then there was this sort of change that happened
around early twenty twenty four when he became a very
frequent poster on social media, and he is big on Twitter,
he was big on Instagram.
Speaker 5 (03:47):
He has tiktoks.
Speaker 6 (03:48):
He now, you know, a year and a half later,
has launched his own YouTube talk show, and he became
sort of this weird anomaly where he combined the glamour
of being a Kennedy with the sort of humor of
being like a shit poster for lack of a better worse,
and his content is very kind of unpredictable. So his
(04:11):
tweets and tiktoks range from traditional jokes that like a
comedy front facing camera media might make to different characters
and doing accents to literally pranks, like he lied about
being Justin Baldoni's lawyer just to mess with people, and
then the media covered it and then people had to
like fact check it and uncover that it was false.
(04:32):
He sometimes will make fun of his own family, both
his own immediate family and also the Kennedy name more broadly,
and then sometimes he's more earnest, like he endorsed Zora
Lundani for mayor of New York and posted a video
while going to vote for him. He's expressed his support
for more progressive democratic politicians like Pritzker, and so you
(04:53):
never know whether he is serious or whether he's not.
He's obviously, you know, very pot so people like watching
videos of him, and he plays into that too. He'll
post videos of him shirtless or of him, you know,
smugging at the camera, and it has led to some stuff.
I mean, he was hired as a Vogue political correspondent
(05:13):
at some point and produced I don't know, somewhere around
four articles total. He has been on talk shows, he's
been interviewed a couple of times, but he's sort of
still kind of a.
Speaker 1 (05:24):
Mission ouside a cameo on Blue Bloods.
Speaker 5 (05:27):
I did not know that he had a cameo on
Blue Bloods.
Speaker 6 (05:28):
There you go, so LRA, is he someone who is
on your feed a lot?
Speaker 5 (05:33):
Do you get served as contact?
Speaker 1 (05:34):
Yes?
Speaker 5 (05:35):
And I got it before I knew who he was.
Speaker 1 (05:37):
Him singing ticket to Ride I think was the first
video I saw of him, and I liked it.
Speaker 8 (05:45):
She's got a ticket to ride, She's got a ticket
to rah h. She's got a ticket to ride, but
she don't care.
Speaker 6 (05:56):
I think I first saw him on Twitter, and he
has there's this way of tweeting, both grammatically and syntactically,
and also in his use of capitalization stuff that's almost
and I mean this only inform and not in content.
It's almost Trumpian like. He's almost making fun of Trump's
style of tweeting. So, for example, his pinned tweet right
(06:18):
now you know as of July twenty twenty five, so apologetist.
This has changed his pin tweet is Jesus Christ's body type.
My thoughts colin Jesus was thin most popular guy of
all time, not jacked toned, but not big. So my
question is did Jesus want to put on muscle but
couldn't or was he lean on purpose talk soon Jack.
(06:40):
I mean, if you have been on Twitter sort of
like throughout the twenty tens, you recognize this as kind
of a classic shit post. There are so many guys
and you know, and women and people's fall genders who
sort of tweet in this like half joking way, and
the humor just sort of comes from the absurdity. So
I just thought he was kind of like a slightly
(07:00):
self aware slash occasionally annoying hot millennial guys.
Speaker 1 (07:04):
But the thing about his tweets is that they're not
drill like you know, this is a Kennedy and he's
often talking about politicians, correspondents, serious news like people in
the news. But he continues to like ship post in
the same style kind of no matter what he's talking about,
(07:25):
unless he gets really sincere, which happens. But the thing
about that is that to me, it seems like he
takes risks in that you don't know who's reading it
and what they're going to understand as a joke or not,
and it doesn't seem like he really cares if you
get the joke or not, which is it's risky because
(07:48):
you could offend people very easily if you were just
simply putting things out there and saying, I don't care
if you get it.
Speaker 6 (07:55):
In his relationship to humor and satire is I would say,
generously inconsistent. Like some of his his jokes are just
very funny, and then other times it's completely out of nowhere.
I mean, a recent twek that I saw was which
member of Trump's cabinet has had the most homosexual experiences
and then he lists a variety of options. Another one
recently was Kid's menu is dei. So of course the
(08:17):
joke there is that the Kids' menu, because it appeals
to children rather than adults, is a form of DEI.
Speaker 5 (08:22):
So you know, you sort of.
Speaker 6 (08:23):
See what he's going for there, And I want to
get to the larger project, if there is any in
his larger relationship to comedy, But I first want to
go through some of our favorite recent posts of his,
just so if anyone, you know, if anyone here is
wisely not on TikTok or on X, they can kind
of understand what we're talking about. So, Lyra, do you
have any that you made notice I do.
Speaker 1 (08:45):
Let me preface this by saying, many of the people
whose opinion I greatly respect, really don't like him, but
I do like him, and I can't hide it, and
I can't fight. I've been watching hours upon hours at
this point now in preparation for this, but also months ago,
(09:06):
and I think I absolutely tilt into the favorable group.
And one of the videos, or like the video that
I think was like the turning point for me where
there was no going back, is his video complaining or
criticizing when people say, hey, man, have a safe flight.
Speaker 7 (09:26):
Have a safe flight, safe trip, have a safe flight,
get there safe, be safe, have a safe flight, have.
Speaker 9 (09:34):
A safe flight. How what do you want me to do? Huh?
Speaker 5 (09:38):
What are you doing?
Speaker 1 (09:39):
It's like, on the one hand, he's saying that in
general you're a passenger, you're not in control of the plane.
But also as a Kennedy people saying to him a man,
have a safe flight, it has a different meaning.
Speaker 5 (09:53):
Yeah, it's funny.
Speaker 6 (09:54):
I would say that is a perfect example of like
his content at its best. I mean, first all, the
premise is a classic stand up comedy premise.
Speaker 1 (10:04):
Well, it's Seinfeld complaining about the pilot, telling them like
what altitude we're gonna be flying at?
Speaker 5 (10:10):
It's classic Seinfeld humor.
Speaker 6 (10:11):
It is genuinely a funny premis like, of course, to
tell someone have a safe flight is a ridiculous thing.
They do not have any control over the flight they're
going to have. And as you're saying, he's using his
identity as a Kennedy to humorous ends without I mean, yes,
it's sort of gallows humor. But he's not offending anyone,
you know, he's not making some grand statement about the
Democratic Party.
Speaker 5 (10:29):
He's not endorsing a candidate.
Speaker 1 (10:31):
Yeah, And I think that another one for me was
his Valentine Stay video where he's just announcing that he
needs a Valentine. And I think that one I really
liked because it's like the most self aware I've seen
(10:52):
of him. He's like comment subscribe at the end, like
it's an obvious joke.
Speaker 6 (10:57):
Yeah, he likes playing with I would say even his
identity as sort of a you know, internet crush. He
will often joke about. One time he joked about going
through a breakup and he was like, my heart is breaking.
And then I saw an interview with him where he
said that people actually in his life texted him to say,
oh my god, I'm so sorry.
Speaker 5 (11:15):
Heartbreak is so hard.
Speaker 6 (11:16):
And then he was like, oh no, I was completely kidding.
So he both exudes this kind of like single guy energy,
but then he also has this distance with his audience,
like he's not actually, you know, being horny.
Speaker 1 (11:30):
Yeah, there's really not a lot of dirt out there.
He's not stirring gossip about like his romantic life or
his sex life at all. Yeah.
Speaker 6 (11:39):
We talk about this later in the episode, but he
does that classic Kennedy thing of being both overexposed and
a complete mystery. Like I see his content all the time,
I would recognize him if I saw him. I have
now heard his opinions on a variety of issues. But
if you were to tell me at this point in time,
where does he live, what is his day to day job,
(12:00):
what is his plan? Is he involved in politics? I
honestly would not really know. Some of my favorites in
terms of videos are he does this series with his
dad where he just asks his dad questions and it's
sort of charming because his dad is like pretending he
doesn't want to be on camera, but then obviously is
playing along. There was this great video that is almost
(12:23):
like hearkens back to a simpler time. That's just him
doing an Australian accent, and I'm pretty sure his mom
is off camera and is just like laughing at him
doing an Australian accent, which, you know, no matter what
you think about Kennedy's, it is just charming to see
a mother and an adult son, yeah, joking around.
Speaker 1 (12:41):
Early earliest ones. And this is like pre even him
being like all over TikTok. Was him sitting And I
also believe it's his mother sitting next to him laughing
or or I think she's filming it. And he's saying
how much he hates eating in a restaurant in the
middle of the day and.
Speaker 7 (12:59):
We have to say, wait there to eat something that
we don't get to choose really what it is. We
only have a couple of choices, and you don't know
what any of them are gonna taste like or what's good.
And we'll go eat there and it'll be covered in sugar,
and then we're gonna sit there for most of the
time and wait for some guy to come up and
ask us some question. Then we're gonna have to fucking
talk to some guy about what we want to eat.
Speaker 6 (13:21):
Yes, Actually, restaurants are a favorite topic of his. He
has another one where he's like making fun of someone
ordering at a restaurant and he's being like, we'll do
the chicken, We'll do the salmon again. It's like a
classic stand up bit where he's like imitating someone ordering
up at a restaurant.
Speaker 5 (13:35):
It's very like eighties.
Speaker 1 (13:54):
If you had the magic ability to delete or unsee
anything that does really fit your personal desire expectation for
this person and just be like delightedly surprised that he's
really funny. But there's no you know, filter like that.
Speaker 6 (14:13):
Yeah, So just to give people an idea of some
of the things that he's done that have pissed people
off that are not as charming as the ones we're
talking about. My example earlier, where he's speculating about which
of Trump's cabinet members have had the most homosexual experiences.
That is, you could argue that's offensive to both the
people he's accusing and you know, to gay people in general.
If he's using that as sort of like an accusation
(14:35):
that it's something negative, obviously, you know, you could also
argue that accusing people that espouse homophobic views of being
gay is a way to kind of take them down
a peg. And accuse them of the one thing that
they fear. I'm sort of two minds about it. I'm
not gonna, you know, go out and protest because he
is speculating that JD. Vans is gay. I could absolutely
see the argument for why that is offensive. I could
(14:56):
see the argument for why that is stirring the pot
in a way that is unproductive. Who's to say, then
there's more funny stuff that is so out of character.
Speaker 9 (15:06):
Like.
Speaker 6 (15:07):
Part of his job is presenting the Profiles and Courage
Award to politicians and citizens that have shown courage, and
one of the twenty twenty five recipients was Mike Pence.
So in the midst of all of this crazy should posting,
he has a serious interview with Mike Pence about the
courage he showed after January.
Speaker 1 (15:25):
Sixth, and it's you know, it's a pretty softball interview.
Speaker 7 (15:28):
What role should faith play in politics? I know that
your faith may have guided you in January sixth into
or in many other decisions. How has your faith played
a role and how should faith play a role in
our politics?
Speaker 6 (15:41):
Well, faith has ever played a role since the founding
of this nation. It's a topful interview because by definition
he is quite literally giving him an award.
Speaker 5 (15:52):
He's not a journalistic.
Speaker 1 (15:53):
It doesn't seem like the same person, yes.
Speaker 6 (15:56):
Which is actually something I've noticed a lot. Is he
as almost these two personalities. One is like millennial on funte,
like he's a social media jester, and then the other
one is like serious Kennedy. His hair is perfect, he's
wearing a suit, and he's like being interviewed.
Speaker 5 (16:14):
Along with his mom about the future of the Democratic Party.
Speaker 1 (16:17):
Yeah, I mean the offending tweet that pops to my
mind first is the one where he said that Oosha
Vance is hotter than Jackie oh.
Speaker 6 (16:26):
Right, which brings us to the question of why does
he post. I mean, obviously some of it is and
he said this himself. Some of this is just him
entertaining himself and entertaining others and being funny. But he
does love to talk about how it's all for some
greater purpose. So we both have found interviews he's done
(16:47):
where he talks about like his reasoning behind why he
does all this.
Speaker 5 (16:51):
So in the simple as possible terms.
Speaker 6 (16:52):
When he was on Jimmy Kimmel, he was talking about
how his goal is to get young people to vote basically,
you know, using his platform as a young Kennedy to
get young people.
Speaker 5 (17:01):
You have a big following on TikTok.
Speaker 6 (17:05):
How would you describe the videos you make for people
like me who will not put TikTok on our phones.
Speaker 7 (17:10):
Well, I think what I'm trying to do with my
videos is to bring some levity and some humor to
serious political issues, something that you know so much about
and do such a great job with on this show.
My videos maybe they're a little crazy, but maybe they're
just crazy enough to work well.
Speaker 10 (17:24):
They have to be entertaining to get people interested in
Your goal is to get people to vote.
Speaker 9 (17:28):
To absolutely get out and vote.
Speaker 7 (17:29):
My goal for being here tonight and my goal for
the next few weeks is to get young people excited
to vote, to vote for Kamala Harris, like I'm going to.
I was just in.
Speaker 6 (17:42):
And then when he was on Jen Saki's podcast, he
talked a little more in depth about a strategy, and
he was sort of saying that he felt Republicans are
better at the social media game, especially post Trump, and
are just better recording attention. They're better according controversy, and
so the reason he is posting in such a crazy
(18:02):
and controversial way is because he thinks the Democrats can
sort of like learn from their playbook.
Speaker 7 (18:07):
I think that the Internet is a place where it's
difficult to break through, and it's difficult to break through,
especially if you're not saying something that's controversial or at
least somehow unexpected. And I think that I see that
Democrats play that game not as well as we could.
And I think that I use my judgment to make
(18:30):
posts that I think are funny or silly but have
a purpose either to make you think this guy's crazy,
why is he talking about his own family that way?
But to be honest.
Speaker 9 (18:43):
Then you get all these retweets quotes.
Speaker 7 (18:45):
And everybody flips out about it, and I think that
that's kind of the game that the other side has
been playing really well, which is flipping people out and
getting a reaction is almost half the battle. And not
every post is going to be hilarious or risky in
some way. Some of them have to be serious and boring,
but they can't all be serious and boring, and so
I think that it's very important to switch it up
(19:07):
and to take risks, because I think that's not only
entertaining for me myself as I laugh and post it
on my phone. But also a good way to signal
to people that you're willing to either fight for them
or speak your own mind, if you're willing to say
something that's other people might not get or you know,
might engender a reaction that some people don't like.
Speaker 6 (19:30):
And so that video is him answering a question about
the tweet you were just talking about, Lyra, which is
that he tweeted asking his readers whether they thought Oosha
Van's was hotter than Jackie Oh, who is again his grandmother.
Speaker 1 (19:46):
This week, he released his new show on YouTube. He
released two episodes two days in a row, and within
one of those episodes, he reads a news story response
to the camera and then you watch live as he
drafts and then posts a tweet about the news story.
(20:08):
And it is like really a window into what his
processes with these tweets, and what is his process is
just dumping out jokes and thoughts and not caring for
a second it seems, you know, like how it's going.
Speaker 5 (20:26):
To be received.
Speaker 6 (20:27):
Yeah, he has this way of thinking where he sort
of believes anything is fair game. He's like, if I
post something that is a lie, that is actually a
commentary on misinformation, and I'm like making fun of the
media ecosystem because they're going to pick it up and
it's going to be on page six, and I'm actually
doing social commentary. If I post something that is offensive,
that is because we need to take a page out
(20:49):
of the Republican playbook and court controversy because it'll get
people paying attention, and we need to appeal to young
people that have a sense of humor. If I post
something that is earnest, it is because I care deeply
about my family's legacy and my grandfather's legacy, and I
really want to be a statesman like the other men
(21:09):
and women in my family. If I post something that
is just a complete silly joke, it's because I think
people should laugh, and I'm just entertaining myself and entertaining
everyone else. And it's actually not all that serious, and
nothing is really serious. So he there really is no
gotcha question you can ask him. And it's funny because
I understand the perspective that his behavior is reckless, but
(21:33):
I also tend to, you know, fifty percent of the
time at least agree with him that there should be
a little more like what's the word, sort of just
like Jouis de vill to day to day political commentary,
like it is engaging ultimately to watch this stuff.
Speaker 2 (21:48):
Yeah.
Speaker 1 (21:49):
The other thing that is interesting to note when he's
like having these public takes on the current election in
New York is that Andrew Cuomo was married to his
aunt for fifteen years, and I just think that, oh yeah, I.
Speaker 6 (22:05):
Mean, once you start looking at the personal connections, he
does not care about the fact that some of the
people that he is dragging are you know, his own
cousins and like people that were married to other family members,
people that have Kennedy relationships. I mean, he posted recently,
I have never met Cheryl Hines, but if I did,
I'd tell her she looks super dehydrated. I mean, so
(22:27):
he's pretty much saying that his cousin's wife is ugly.
And actually, I think one of the things that first
started getting him attention in the political press was his
open disdain for RFK Junior Because, as we've talked about before,
it took a while for the rest of the Kennedys
to sort of like condemn RFK Junior in an organized way,
(22:50):
and from the beginning, he was just like my cousin sucks.
Speaker 1 (22:53):
Yeah, just saying flat out he's a bad person that
you cannot trust and very much not the Kennedy way.
The Kennedy way is like you keep your mouth shut
about the faults of your relatives.
Speaker 5 (23:08):
It's funny, like.
Speaker 6 (23:10):
The question of whether or not Jack's social media presence
serves one big purpose is like designed to make you
feel crazy, because, as you said, his process is just
like firing off his thoughts at any given time, and
he is just sort of vibes based.
Speaker 1 (23:27):
I do want to say I watched both episodes of
Getting the Van, his new YouTube show, and I am
saying this as a producer. It's a phenomenally produced show.
The setup is perfect for him and he gets to
be free do his thing. It doesn't always work, sometimes
(23:51):
it does. Is there a sort of central gimmick to it? Okay,
there's a very shaky explanation of why he's in a
van at one point where he says that he's going
to drive across the country in the van and talk
to everyone, and then he compares his van to the
vans that they are using to grab people off the
(24:14):
street and deport them, and he says he wants to
do the opposite.
Speaker 6 (24:20):
With his I mean, again, this is classic Jack Schlosberg
Gallows humor.
Speaker 5 (24:24):
It's like, if you squint, it makes sense.
Speaker 6 (24:27):
If you squint and you maybe have like a couple
of Martini's, you're like, wow, he's kind of a comedic genius.
But if you take it literally, it really is a
bit first draft. You know, it's I gotta say, it's
really giving freshman at the Harvard lampoon, pitching ideas for
the big issue.
Speaker 1 (24:42):
For sure, but then with such confidence in charisma, well
in the delivery the Kennedy.
Speaker 5 (24:47):
Chart, I mean, that's the confidence of charisma.
Speaker 6 (24:49):
Are in his DNA. There's really nothing he can do.
There's no surgery he can get that can remove them.
So obviously we are a little more charmed by him
than we would have maybe admitted.
Speaker 5 (24:58):
A couple of weeks ago. But we also do recognize
that he has flaws, so don't write in.
Speaker 6 (25:03):
But we wanted to talk to someone that has actually
had a personal relationship with him and that has had
a conversation with him. So joining us today to investigate
is William Cohen. He's a business journalist and the co
founder of the media company Puck and he was actually
high school friends with jfk Junior, so he goes way
back with the Kennedy family. But for our purposes, he
(25:24):
wrote a profile of Jack Schlasberg last year for Town
and Country titled you don't know Jack, Bill, Thanks for
chatting with us.
Speaker 9 (25:32):
Nice to see you both.
Speaker 6 (25:33):
So when we were looking up who to talk to
about the topic of Jack Schlosberg and Jack Schlosberg's social
media presence and his present and future as a sort
of Democratic Party influencer, millennial influencer, we were kind of
surprised to find this article you wrote for Town and
Country almost exactly a year ago. Obviously, you are a
(25:55):
very accomplished business reporter or co founder of Puck. This
is not your normal beat, I guess. So we were wondering, like,
how did that come about?
Speaker 10 (26:03):
You'd be surprised when my normal beats consist of one
of the books that I wrote, probably five or six
years ago now, was a book called Four Friends, about
four of my friends from high school, one of whom
was Jfkate.
Speaker 9 (26:20):
Junior, John F. Kennedy Junior.
Speaker 10 (26:23):
It was a profile of him, how he lived and
how he died. The story of the book was that
I had four of these friends from high school, all
who died young and tragically, and so it was a
way to explore the meaning of life as well as
how these guys lived. I know, only knew them for
(26:45):
three or four years, and obviously they had lives of
thirty or forty years, So what was the rest of
their lives like so, and how did they get there
in the first place, all that kind of thing. So
I became one of those people pe Bull who had
written about the Kennedys. And so once you become one
of those people who's written about the Kennedys, then sometimes
(27:08):
you get asked to continue.
Speaker 9 (27:09):
To write about them.
Speaker 10 (27:10):
And I'm from Massachusetts, Central Massachusetts. Kennedy's were always a
central theme in my growing up and always been a
big fan of them. They obviously made mistakes and didn't
(27:31):
live flawless lives, to put it mildly, but always were
fascinating and inspiring. And John was a friend of mine,
and what happened to him was terrible. I think his
upside was huge, and so you know, naturally I've been
interested in Jack Schlattsburgh and his sisters, his parents, given
(27:53):
how much Jack resembles my friend John, you know, with
a twist of his fond which makes a little more
complex physical specimen than John Junior was, of course, you know,
the ultimate male figure. So anyway, I was, of course
(28:14):
always impressed with Jack's academic accomplishments Yale, Harvard Business School,
Harvard Law School, the Profiles and Courage Award every year,
standing next to his mother talking about, you know, why
they had chosen who they had chosen. And then he
seemed to develop this very unique social media presence which
(28:36):
was sort of out of character for Kennedy's generally, and
really kind of out there generally for people of his cohorts.
So just became really kind of interesting, What's Jack up to?
What's this all about? Talked to Town and Country about that.
We agreed it would be an interesting peace and eventually,
of course I tracked him down, found him living outside
(29:00):
of New Orleans, believe it or not, and had a
nice conversation with him. I think this guy has a
tremendous upside right up there with his uncle. I know,
people think he's engaging in sort of like bizarre behavior online.
And I have kids who are his age, so my
kids don't do that kind of stuff. I'm not sure
(29:23):
I can fully relate to it, but I feel like
he's relating to his peers and his audience and making
an impression. And this is just sort of the way
you make an impression these days, are one of the ways.
And I think he's creative and smart and interesting and
funny and clever, and yeah, it's not typical by any means,
(29:45):
especially for somebody with his pedigree and his academic accomplishments.
I mean, why isn't he working in an investment bank
or why isn't he working at Cravath. I don't know,
but he's doing this, and he's doing his thing, and
certainly wouldn't be surprised to see him emerge in a
political fashion at some point.
Speaker 1 (30:07):
Do you think that that's what his aspirations are? Do
you have any thoughts on what you think he's working
towards based on the way that he's very he has
kind of two sides. He has the very polished public
speaking side, and then he has the just full blown
content you would make like if you were not a famous,
(30:28):
notable person, that is pretty.
Speaker 5 (30:31):
Silly a lot of times.
Speaker 10 (30:33):
Well, he certainly cleans up well, right, I mean, he
looks great in the suit. He's very articular when he's
talking about the Profile and Courage awards are at the convention.
He can definitely turn it on and he knows how
to do that, and he can be silly and irreverent too. Frankly,
it is very charming and compelling and magnetic and captivating.
(30:58):
So what thirty two now or something. I could certainly
run for political office, not quite for president yet, but
I wouldn't be surprised to see him do that. I
know he told me he was doing some acting gigs
down in Louisiana. He was probably working on a memoir.
(31:21):
I don't know where that stands now. I didn't think
that he had quite enough yet to write a memoir,
you know, not going the traditional route, just like his
uncle didn't go the traditional rutie who you know, he
started George, and he definitely was thinking about running for
political office at the time of his death.
Speaker 9 (31:41):
And I probably would have won.
Speaker 10 (31:43):
And you know, I've speculated that the two twenty sixteen
presidential election could have been JFK. Junior versus Donald Trump,
with JFK. Junior easily winning, but obviously that was not
to be. So, you know, I think Jack chooses this route.
I don't really see what the negatives are for him succeeding.
Speaker 6 (32:23):
He's sort of I think, despite the fact that he
has this incredibly consistent output and that there is just
so much footage of him online, he still remains sort
of a mystery at his core. I think part of
it is because he's sometimes joking, sometimes being serious. He
sort of changes his vibe based on what's.
Speaker 5 (32:42):
In the news.
Speaker 6 (32:42):
There are certain things he reacts really strongly to, an
other things that he ignores. He has a sort of
interesting relationship with the media, and that he's both suspicious
of the media but also really just like his uncle, Yes,
exactly eggs media narratives on. So I'm wondering, you know,
you spend time both with him but also just like
looking at all his do you have a concept of
like what his core beliefs are, what his political views are.
(33:05):
You know, if we're talking about a potential future in
which he goes into politics, what would his public beliefs
look like?
Speaker 10 (33:13):
Well, and I'd also just throw in that, you know,
there was a period of time after he went a
little bit wacky where he said I'm stepping off social
media for a little while, see you later, guys, and
then I don't know how much longer it was a
month or six weeks he was back.
Speaker 6 (33:28):
I mean, well, of course, a huge part of being
a social media influencer is constantly announcing or taking time off.
Speaker 10 (33:33):
Okay, well, you guys might know that better than I do.
There's no question what his political views are. And he's
very much progressive and the non Bobby Kennedy junior mold
or the old Bobby Kennedy junior mold back when he
was doing Riverkeeper and being an environmentalist. No, he's very
much in the family mold, you know, very I've spoken
(33:55):
very anti Trump, anti isolationism, immigration, you know, all the
things I think that make America great again, honestly, and
not what the MAGA movement thinks makes America great again.
So I think he would have I mean, he'd be
(34:15):
like a total breath of fresh air. I think he'd
have a lot of success politically if we can never
make it through the period they we're in now, and
he would ever decide to turn his attention to politics.
Speaker 1 (34:32):
I mean, the thing about the influencer side and the
influencer role in general, is that target audience is split.
That's part of the fervor that people feel about influencers
is that a lot of times half of them are
following just to criticize or to take part in looking
for faults and looking for things to make fun of
(34:54):
them for complain about. It just makes me wonder, what
do you think that we expect or desire from a
Kennedy today that's different than in the past, or is
it the same.
Speaker 10 (35:10):
I wrote a piece a couple of months ago about
the feud among the family against Bobby Junior. But one
family friend says something to me which really got me thinking,
You know, to people in their twenties even know who
Carolyn Kennedy is. So Carolyn Kennedy does this video coming
out against Bobby Junior. As I mean, people at my
(35:32):
age think, whoa Carolyn Kennedy, Ambassador to Australia, the Bassard
in Japan. She never talks to the press, She's always controlled,
she never criticizes anyone in the family. Then she makes
this video that's against her own cousin and frightly so obviously,
and we're all like jaws on the ground. Did you
see the video that Carolyn Kennedy just made and released
(35:56):
and then somebody said, but yeah, but how many people
twenties third even know who she is, let alone caere
And I think there's an element of that. So I think,
like every generation, there's delusion and dissipation of the family fabulousness,
and I think to some degree we're seeing that, although
there's a lot of people in that generation who are
(36:19):
the new generation, who are quite accomplished, and so I
think because of the Kennedy name, a lot is still expected.
When somebody with that name and that pedigree shows themselves
to be talented or differentiated or politically oriented, immediately a lot.
Speaker 9 (36:38):
Is expected of them.
Speaker 10 (36:39):
I mean, if Jack we're working at Goldman Sachs, I
don't think a lot would be expected of him. But
when he's making political videos and being overtly political and
raising the question of whether he's going to go into politics,
then immediately a lot is expected of him. I don't
think much was expected a John Junior when he was
(37:01):
in the DA's office, although he did a good job
when he started George and ran George again. I think
he proved himself that that was a magazine ahead of
its time, and he did a lot of very clever things,
although managing the finances was not in his sweet spot.
But then again, when he started to think about turning
to politics, whether to run against Hillary Clinton for senator
(37:23):
from New York or governor against Pataki, I think people
really started to get excited and thought wow. When he
appeared at the convention, that was just a really wow moment.
Speaker 9 (37:35):
Right.
Speaker 10 (37:35):
I think when Kennedy's start tilting towards politics, a lot
is expected of them still, even if most people don't
know who Carolyn Kennedy is anymore.
Speaker 6 (37:46):
Do you think the fact that RFK Junior is so
off the deep end in terms of what is expected
of a Kennedy means that, in a weird way, the
window has opened for Jack to be a little more
unhinged on social media. And it actually is not that
big of a deal because at least his politics are
correct on line with the family.
Speaker 10 (38:04):
Yeah, I don't think people in this family are criticizing
him for his you know, sometimes wacky videos. I mean,
the family is much more critical of RFK Junior obviously,
because he seems to have like totally gone off the
deep end, you know, the whole running for president and
then dropping the campaign and then endorsing Trump and somehow
(38:27):
getting in the cabinet and all these sort of wacky
policies that he's espousing from a position of power is
definitely not what is typical for this family. The rift
is not uniform and universal. I think obviously his family,
his children support him, most of them, while pretty much
(38:48):
everyone else in the family is on the other side.
Speaker 6 (39:08):
Did you ever hear from Jack after your piece came
out or have you been in touch with him at
all over the last year?
Speaker 1 (39:14):
Oh?
Speaker 10 (39:14):
Actually, he did write me and said basically, he said
he thought it was really fair and complimentary. But I've
tried reaching out to him since, you know, for the
next article, and he didn't respond. My thinking was that
maybe other people wondered why he had spoken to me,
(39:35):
and maybe that wasn't the smartest thing for him to do,
although I don't know why not, but whatever, and so
he wasn't He might have been so like, Okay, now
I'm done engaging with the media again, or this guy
in particular, I don't you know.
Speaker 9 (39:49):
Yeah, that's just sort of speculation on my part.
Speaker 1 (39:51):
Well, and you know, like very recently he's been so
vocal against the Ryan Murphy Show. Have you seen this.
Do you know what I'm talking about? Ryan Harfy's doing
a show about JFP Jr. And Carolyn Bessaid, and Jack
is frequently posting things and calling Ryan Murphy like a
pervert ease.
Speaker 5 (40:12):
He said he looks like a thumb the other day.
Speaker 9 (40:14):
Okay, I've missed some of this.
Speaker 1 (40:17):
It's been going on, And what really are there expectations
for how they're represented?
Speaker 10 (40:23):
Well, it was the culture massively public figures, right, So
they're going to be represented in any number of ways,
some of them flattering, some of them not. For the
article I did about the sort of internescing warfare related
to Bobby Junior, I talked to Larry Lehmer, who wrote
(40:46):
The Kennedy Women, and he was finishing up or his
new book about Andy Warhol was coming out, but then
he was going right back to writing a new book
about Jack Kennedy. The father found some stash of a
secret stash of letters or something that he was so
excited to go through and then write another book about
(41:08):
this guy. And now there's been this rash of books
about Carolyn Bissett and Carolyn and John and now there's
this series or whatever it's going to be about them.
So they're you know, massively public figures, have been you know,
their whole lives. I don't think there's anybody who can
(41:28):
really still compare to them in terms of being sort
of massively public figures. Not the Bushes, not Obama, not Biden,
not Trump. I mean, you know, so you know, I
think like that, you know, once people get done, you know,
digesting and hopefully you know, getting beyond what Trump has
(41:49):
been doing to us. I don't think anybody's going to
be writing books about Donald Trump fifty years from now
because you know, the new letters emerge or or you
know something about his exotic lifestyle or whatever it is.
You know, this is just not that interest in that.
I mean, this family was you know, glamorous, and you know,
(42:13):
I mean, was there ever a more beautiful couple than
John and Jackie? I mean, I don't think.
Speaker 7 (42:20):
So.
Speaker 6 (42:20):
This is something we keep sort of writing into with
people of all generations, and I think now with jack
Schlassberg it is revived in some younger people. It's just
like this idea of the Kennedy effect, Like when you
are in a room with them, or even when you
watch them on television, there's just something about the charm
and about the chrisma that works on you even if
you don't want it to. So you know, as someone
(42:41):
who knew JFK Jr. In person, someone who has met
various members of the family, what is that like in person?
Speaker 10 (42:50):
Well, with JFK Jr. It was unlike anything I've ever
seen in my life. And I've met Obama and was
obviously quite impressed and taken with him. But John Junior,
I mean, it was he just warped the room, He
(43:12):
warped the behavior of other people.
Speaker 9 (43:15):
He was.
Speaker 10 (43:15):
I mean, he was just the brightest, shining celebrity in
any room.
Speaker 9 (43:22):
And I mean just like it was.
Speaker 10 (43:23):
A buzz went through the audience as soon as he
walked into a room. Was there, Oh my god, these JFK.
Junior's here. But you know, obviously, you know I was
friendly with him, and we transcended all of that, of course,
But you know, I would just stand back and watch
(43:43):
it on many occasions and just sort of be in
awe of it.
Speaker 5 (43:48):
Specific instances or moments come to mind.
Speaker 10 (43:50):
Oh, I mean, certainly there due I mean I remember
once I think I told this story in the book,
but I was working at are at Rockefeller Center, and
I lived on the Upper West Side, and so would
walk home on a nice night from Rockefeller Center to
my apartment on Riverside Drive. And I was walking up
(44:14):
Broadway and got to Columbus Circle to what used to
be the old Paramount building, which had a movie theater
in the basement. Now it's some sort of Trump building.
It's where Jean George is right there at the Columbus Circle.
I was walking by and finding my own business, and
John rode up on his bicycle and there was scaffolding
(44:37):
around the building. They were doing one of their numerous
refurbishments of the building. And he locked his bike to
the scaffolding and said hello, and we started talking and
reminiscing and catching up. And the first thing I noticed
it is fly was down, and I told him about that,
and then.
Speaker 9 (44:56):
We're in time for like twenty minutes.
Speaker 10 (44:57):
Finally he says to me, well, you know, I really
should go because.
Speaker 9 (45:03):
I'm facing on her name.
Speaker 10 (45:04):
Who is the actress who was in Splash, who's married now,
Hannah Daryl Hannah Darryl. Is you know, waiting for me
inside to go to the movies? Said John, Why in
the world are you sitting here talking to me when
Darryl is waiting for you down in the movie theater
and you're twenty minutes late. Now, you didn't need to
(45:27):
spend time with me talking about nothing. You know, Darryl
is going to be pissed. Well, that's just the way
it was with John. You know, he was very much
like in the moment and very absent minded and lost
his wallet, lost his bike, blah blah blah. And yet
(45:48):
but eventually he kind of you know, he definitely got
it together. I mean, to start and run and produce
a magazine like George every month, I mean that requires
a lot of skills organizational and leadership and editorial judgment,
and he pulled it off.
Speaker 6 (46:06):
I Mean, you mentioned a lot of the similarities between
JFK Junior and Jack in the piece, and obviously a
lot of them have come up in this conversation. There's
a real parallel between George Magazine and Jack's Instagram, just
in the sense that each of them is like the
media form of its time. It's like, of course, in
the nineties, what you would want to do if you
wanted to be a media figure is start a sexy
(46:29):
political magazine that sort of like you know, Vanity fair
esque and then, of course now the cool thing to
do is to do vertical short form video. A lot
of the similarities are very self evident, but I'm wondering
if there's anything else that you can talk about in
terms of the parallels you see between Jack and his uncle.
Speaker 10 (46:47):
There's obviously a physical appearance, there's similarities. I think Jack
probably has more raw intelligence than John did. Not to
say that John wasn't smart, because he was, but he
was lazy.
Speaker 9 (47:04):
He was intellectually lazy.
Speaker 10 (47:07):
I think Jack is obviously quite gifted intellectually. Jack Schlasburg
he had a much more normalized upbringing, except that he
you know, he did spend time in Japan when his
mother was ambassador of Japan, and in time in Australia
when his mother was an ambassador to Australia. But you know,
you know, his father wasn't President of the United States,
(47:28):
and you know, assassinated.
Speaker 6 (47:30):
Can I ask you one final question, do you have
any sense of what Jack's social life and social circle
are like? I'm realizing, you know, we're talking a lot
about JFK. Junior and his various friendships and the people
he surrounded himself with. I mean, George Magazine was a
very collaborative effort, and it just sort of occurred to
me in this conversation. You know, all of Jack's videos
(47:51):
are just him or just him with a member of
his family. He's not like a he doesn't have sort
of the socialite tendencies that some of the other members
of his family have. And I'm wondering what is his
day to day like, not that you have answered that question, you.
Speaker 10 (48:05):
Know, well, I did ask him, you know, did he
have a girlfriend, And you know, he didn't want to
get into his personal life, which you know, I felt
like I had to ask because everybody wanted to know,
and I felt like I wasn't surprised that he didn't
want to answer. You know, I think there's a lot
of speculation, but I think you know, when he's what
thirty two now, right, I was married by that time.
(48:26):
I think people are curious what is so well, I
think people are curious, like what he does. I mean,
he was, you know, covering the election for Vogue. I mean,
I don't know how many articles he produced there or
how or why he got I mean, I guess I
could figure out why he got that, but you know,
I'm not sure how qualified he was for it, but again,
(48:48):
he's pretty smart. But you know, Okay, that's over. I
don't know what he's doing now. I know he's moved
back to New York.
Speaker 5 (48:55):
Yeah.
Speaker 6 (48:55):
It's another element of the mystery at the center of
this personality is he's both complet overexposed and also completely mysterious.
Speaker 9 (49:04):
And I'm sure that is by design.
Speaker 6 (49:07):
And it's a very Kennedy thing to be both overexposed
and unknowable.
Speaker 10 (49:11):
Right, And I think John Junior was plenty overexposed, but
more knowable. Yeah, I think he was less mysterious, at
least to me. I mean maybe it's because I knew
him and friends with him, but yeah, you know, I
think we knew who he was dating and you know
what he was doing, right. You know, when I got
done with that article and after talking to him, people
(49:34):
would ask me, and I would say, I think he's
got a very steep trajectory. I think he could do
whatever he wants to do, sort of like John Junior
at that age. He can do whatever he wants to do,
and I think people will embrace it and give him
a chance.
Speaker 5 (49:49):
And that's it for this week's episode.
Speaker 6 (49:51):
Join us next week for the second Kennedy film of
the month, We're talking with Hunter Harris all about Pablo
Lorraine Jackie, the twenty sixteen films starring Natalie Portman as
Jackie Kennedy in the aftermath of JFK's assassination.
Speaker 1 (50:04):
Right, go and rewatch it, or, in the case of
almost everyone I tried to talk to you about it,
watch it for the first time and listen next Monday.
So subscribe and follow United States of Kennedy for all
things Kennedy every week.