The Keith Edwards Show - JFK’s Grandson Exposes RFK Jr. in Exclusive Interview
Episode Date: August 31, 2025Subscribe to Jack's channel here: @Jack.Schlossberg Become a Member: https://www.youtube.com/@keithedwards/joinSubscribe to my Substack: http://keithedwards.substack.comBuy a Democracy Hat: ht...tps://keithsdebateclub.com/products/democracy-hatCall me and ask a question or leave a comment: (202) 810-4379Follow me on Facebook: https://www.facebook.com/thekeithedwardsshow/Follow me on BlueSky: https://bsky.app/profile/keithedwards.bsky.socialFollow me on Threads: https://www.threads.net/@keithedwardsFollow me on Instagram: https://www.instagram.com/keithedwards/Follow me on TikTok: https://www.tiktok.com/@keithedwardsFollow me on X: http://twitter.com/keithedwards
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Now, last week, I showed you this video from Jack Sloshberg, who is the grandson of JFK, JFK Jr.'s nephew,
and I thought it was brilliant. In case you did not see it, here's just a taste of what he did.
He mocked Melania Trump in her AI written letter.
Dear President Putin, every child shares the same quiet dreams in their heart.
Was there born randomly into nation's rustic countryside or magnificent city center?
Anyways, I thought it was very funny and brilliant because it's a way to get the message out
and to people who might not otherwise hear it. And so I reached out to Jack, we follow each other
Instagram. I said, Jack, if you'd like, I'd love for you to come on the channel. And he graciously said yes.
And he's actually starting a new program right here on YouTube that I'm a link to. That's why he's in his van.
He's traveling the country to talk to voters and hear their concerns.
Brilliant idea.
Here he is, Jack Sloshberg.
First, this wanted insight as to how, did you just have a wig laying around?
Yeah, I literally just not a wig.
You just have a wig.
I ordered, like, I was going to do a kind of, I've been like trying to make this YouTube
show happen for like, since the camp.
I knew at the end of the campaign, I was like that that's what I want to do.
I got to keep going.
but I was like, should do a podcast, should I do a documentary thing?
Like, what should it be?
And so there was one point where I was like, oh, like, I should get a bunch of costumes
because then I can dress stuff and do impressions.
And so I ordered like three wigs and a colonial triconder hat.
And then I didn't use them.
And then I was like, oh, shit, I have that wig.
It's not only worked out perfectly.
Yeah, I mean, I saw it.
It was so, I mean, I did my own reaction to it.
I don't think anyone did a better reaction to Maloney.
his video or the letter
you. Thank you.
I was so shocked that people
you never know what's going to like
people that's going to get picked up. I was like,
oh, really? Really? The big thing? No way.
Like, oh, wow.
Yeah.
I guess
is that like, because I think
you used to be
like you had like, let's talk about like the brand
of Jack Schlossberg.
Your name is incredibly easy
to read and hard to say.
Yes.
And you used to be like this buttoned up, like the grandson of JFK,
very well-spoken, you know, clean-shaven,
and then just something flipped during the 2024 campaign.
Now, was that something, was it like a Britney Spears, like I'm Free thing?
Or was it just like you felt like the moment required a different approach?
Like, what, is there any insight you can give us?
Yeah, totally.
I mean, it's a very simple answer and also a complicated one.
Like the short answer is I've always been like this.
And like, you know, and I exist in a, I have like a unique dual role where there's like certain times, you know,
there's like representing my family and all that goes into that and being serious and somber.
And that's a part of me too.
But then there's also like a lot of other parts of me.
And I've always been like a total, I love to laugh and like, and I, I love to perform.
Like, I just, that's what I really like to do.
And I did it in college and like law school.
Grad school was like weirdly like a show because you're all kind of being interrogated in front of each other.
And it was like, that's the part I liked about it.
But the longer answer is kind of more like, I mean, it was very deliberate.
It was like, I saw that, you know,
24 election coming a year out.
I loved Joe Biden.
And I
had Ron Clayne as my law professor
my first year. And that was like right after
he, it was like in between
Trump administration in 2017.
And he like changed my whole brain.
And he,
so much respect for him.
And for folks who don't know, Ron Kane was
Biden's former team of staff.
He was staff. Yes.
And he's, you know, one of the,
He was so great to me and also just like such an amazing professor.
He like totally changed the way my mind worked.
And we, anyway, then he went on to be the president's chief of staff.
And in the first years of the Biden administration, like, you know, it was a really
different story than we tell now.
It was like the most successful legislative administration ever, biggest investment in clean
energy, most judges appointed, ended our longest war, like brought us back from code, ended COVID.
You know, like, and, but, but I was also.
existing in the world
as a young person on my phone.
I was like, there's just nothing
I don't, not hearing this anywhere.
Like all I got is Andrew Tate
and Jordan Peterson
and it's like I saw it like
everyone did. You see, saw it
slowly, slowly, slowly happening.
And then RFK Jr.
running for president. And
the way that he used my grandfather's
campaign song,
his memory,
the assassination, all of that.
it really bothered me because I saw I saw a mile away that he and Trump are working together
to try to split up Democratic votes and hurt President Biden and President Biden then had two
opponents instead of one and people started asking me what I thought and for a while I was
very like I don't want to do this I don't want to just be Kennedy stuff at the time I don't want
to or like if I'm going to if I'm going to say something then it's got to be like super like
really and I have to be like do all my research and be all uptight and so I tried to work for the
Biden campaign and tried to make videos and I was like I really want to make videos I really want to
make videos I really got to say something about this because RFK Jr. is lying to people and Trump is
lying to people and people my age don't have enough context to ask you to the other side.
Anyway, that was like brewing for a long time and and actually I got chewed out by somebody
who was working with the biting campaign.
And I don't want to like blow them up, but I got, I got chewed out by them.
And they made me so bad and all I wanted to do was like, you know,
we've got to make some social media videos here, guys.
Like, I want to do it.
Can I do it?
Can I do it?
And like, you know, they didn't really get the like, they didn't have as much
appetite for risk.
So I was like, you know what?
I can't work here anymore.
I have to say something about RFK Jr.
I have to do it my own way.
Everyone said, that's a bad idea.
You don't want to be the tip of the sphere.
I was like, I can't live with myself if I don't make a, if I don't do this.
And so I realized that that would get a lot of attention.
I anticipated that if I said something about him, it would make news.
So I was like, okay, if I'm going to say something about him, then I'm like, while people are watching,
I'm going to like do a bunch of other stuff too, you know, to show that a Democrat can be somebody
who believes in what I believe, but also, like, laughs and have fun.
And, like, that's why I see other people doing.
It's like, or also, like, sports or also, like, says funny stuff.
And that's so important because I think, you know, I'm friends with a lot of the influencers
who, the Democratic influencers.
And that's, that's what I think is different about you is, like, you're a full person online.
And I think that's something the right doesn't do as much is they don't have influencers
who are just politics.
Like, they have lots.
lives. They talk about, what is it? MMA. Is that what it's called? MFA. I don't forget it's
a sports person. I know. Sports conversations freak me out. I can't do. Exactly. Or like, you know,
they have trad. But like it's exactly. They have a culture. Whereas ours is just like very intellectualized.
Yes. You know? And so I think what that's, that's something I wish, I hope more people do is that it's like,
it's less about the policy. Because like the policies will take care of themselves.
But we have to create a culture that's fun, you know?
And I think that's something I want to talk to you about is I feel like it's the culture
of being a Democrat right now, not very fun.
Yeah, sad, sad, sad face, you know, upset, not things aren't funny, you know.
No.
Which is true.
And I feel that way sometimes as well or a lot of the time.
I'm like, this really isn't funny.
Like, this is not like I'm not cool with this.
It's not funny, but it's absurd.
It's absurd.
And I think like the absurdity can be laughed at, you know?
And that's what we try to do on this channel is like we're not all high and mighty.
You do such a great job.
You do such a great job, I feel like.
And I think that, I mean, like, I try to say, I don't even have a point to me.
But my point, by a larger point that I tell to people who like aren't chronically online is that, you know,
it's a character that you're playing for an algorithm that will determine how many people
assume your message.
So, yeah, like, if I put the wig on and do the accent, like, as you send me your video,
which really was, like, sick.
It was like, someone's going to see this who wasn't going to read her letter and think anything about it, you know?
And it's like, if I just read the letter or posted a picture of the letter, it's like,
that doesn't know, that's not going to work.
So it's like, you have to play within the rules.
I think you're really right about the right.
And that's kind of what I was saying.
It's like, there's no reason to be a Democrat other than.
all the really good reasons that are really important and policy driven.
But there's no cultural reason, like there's no group to hang out with or like product to
buy or event to go to or like fight to stream.
You know, it's very heavy stuff.
So I think that at the same time, and then I'm going to stop rambling, that, you know,
we don't have the luxury that they do, I'm not caring about the facts and not getting the answer
right at the end of the day. And so I think that, you know, people do respond to actually
things that are super informative as well as money. Like, you do a really good job about that too.
You must, you must know that like when you provide people some information about what's going
on and you like put it to them in a way they can understand, it's like that's a people find value
in that. And I think that we have to do both, unfortunately.
Yeah. I mean, I, this is something I try to not do. And this is so inside baseball. So for the
the folks who's watching, I hope they're not too bored by it, but, but I do try to, I think people
know when they're being talked down to, you know, and I think part of the thing Democrats have to
have to wrestle with is that there's a lot of good people who voted for Trump, people who are,
and smart people or people who, people who just misinformed, you know, and I do think that,
I do think that you can talk to people like they're smart, you know, and I think, one, most people are
pretty, pretty on top of it. And I think Democrats, that the idea of the Democrat, not saying this is true,
but I think it's based in some sort of truth, is that liberals and progressives know better than you.
So just, why you just shut up and listen to us? You know? That's got to change.
But I think one of the more exciting things about this moment is that the old way of doing
things wasn't working.
So like you are creating a new way to be a Democrat, you know, from the destruction can come
a new life, you know, and totally.
No, that's like, no, I literally like, like thinking about that myself, it's like, oh,
like this is, it's crazy how bad this has gotten and how bad the Democratic Party reputation
and all the kind of what's seeped in about like Democrats being lame.
like that's really embedded.
However, and that's unfortunate,
but however, it's like a whole new group of people
are now like shaping what the electrostasionals
are like communication style is like from the ground up.
That's like actually what's going on.
It's like everyone can see what doesn't well on social media
and it's like they're now implementing that.
You know, a year ago, how many senator Democratic senators
have an Instagram account?
You know, now they all have it.
They all have podcasts.
Like, that's, that just happened.
You know, we're late to the game.
I know, it's crazy.
The internet exists.
They, they discovered the internet in December of 2020.
I think your point about, like, you know, Trump voters aren't all stupid.
It's, like, so key.
Because, you know, not everybody comes at this with, like, all the thoughts that you or I do.
And they probably have actually thought a lot about it and made a decision and have a lot of good points.
And it's not, you know, it's not like Trump is saying how bad he is.
all the time. He spreads this information. So it's like, well, of course, it sounds better to a lot of
people, you know? So I think that's very important. I think something I try to, like I'm struggling
with is how to not just be in opposition or not just troll them and try to like, you know,
not just like cord it off a whole group of people who voted for Trump. Like I don't want to make
fun of them or make them feel dumb.
or like they're not part of this joke.
So I feel like it's hard.
It's tricky.
It is hard.
I try to just focus on elected officials and not the voters because I do, I do think that's
just, that's just not my, that's not my cup of tea.
But I do want to focus on this thing about the new Democratic Party because you endorsed,
do you endorse Zeron Mandani, right?
Yes.
And he won the primary.
And I'm kind of, I was not for him to be completely honest.
I didn't say who I was for, but I'm supporting him now because he won the primary.
I'm kind of disgusted that there's a Democrat who ran in the primary and it's like,
oh, well, the voters got it wrong when I run some more.
Not cool.
But I wanted to just get your opinion on like Hakeem Jeffries, Schumer, had not endorsed.
I don't understand that.
Do you have any insight?
We have this guy who understands social media.
Perhaps his policies aren't completely aligned with the more establishment Democrat.
But he has tons of support.
Shouldn't we be, shouldn't we just be bringing those people into the tent?
I don't understand not endorsing.
What's your sense?
I think that it's complicated.
And I think, here's I think.
Am I frustrated by the Democratic Party's reluctance to embrace a new general?
generation and their style, very frustrated by that.
Did it literally take us to get to this point for them to be like, oh,
maybe you guys are like, oh, maybe we should post on something we do.
Oh, you know, I am very, very, very frustrated by that.
And that's like a self-inflicted wound from an older generation that is like
refusing to give up the reins.
And that makes me mad.
However, on this particular question, I think that, you know, there's a tricky
dynamic.
It's like, would it even be good for him if they endorse?
I think it's strategic.
I think it's pretty smart.
You know, if, let's say they did endorse Mondami, you know, a Democrat, a candidate in New York,
a strong candidate in New York City is really different than a strong candidate in another state,
another part of the country.
And if Chuck Schumer endorses Mondami, I think Jeffrey's who are, they're like party leadership.
then every Republican that runs against Mondami.
And every candidate that they're trying to recruit
has to set themselves apart from Mondami.
And his strength, so around strength, I think,
is that he didn't need any of that.
You know, like Cuomo racked up,
Bill Clinton's endorsement, Michael Bloomberg's endorsement,
every day, no, no, endorsement,
all the establishment kind of figures.
And didn't put him over the top.
So I feel.
like, there is like a divide in the party that must be reconciled and really
frustrated.
However, I also think in this particular race, this particular kind of dynamic that, you know,
there's a, there's some benefit in being, having a party that can be multiple things,
you know, not be so rigidly tied to, you know, where this or that.
It's like, well, he's this and a candidate in Minnesota is slightly different, and that's our strength.
Does that make sense?
I mean, yeah, I shared your frustration.
The way it comes across to me is that they hope Cuomo wins or like they don't want, they, they don't, that's how it comes across to me because they did, I think, I'm not sure if Schumer and Jeffries did, but the establishment was with Cuomo.
So that makes me so mad.
It makes me mad to.
He doesn't live in your.
work since the 90s. Also, like, you were the governor for a real, why is it fun at this point
for you to trash somebody all the time? Like, it's one thing to run an optimistic campaign
because you love the city or something. But this is like, now you're like slinging mud against
the Democrat who all young people are excited about spending all of your time doing that.
And like, in a crap, what, why? Why is that enjoyable for you?
And the tweets have gotten so, like, desperate. Like, it's clearly not him tweet.
reading. It's some, they've hired some guy to, I mean, it's better than it was, but it's also
clearly not him. It's, it's a, it's a desperate. It just feels very desperate and sad to me, what
Cuomo's doing. And I look forward to seeing him lose. And I wasn't, I did not say that before the
primary, because I just was like, well, you know, whoever, whoever will be the best will be who gets
the nomination and then we'll go from there. But, um, but what's happening now is just like,
it just feels like Trump again.
It's just like, you know, when voters tell you an answer, just listen to them.
And then, all right, I didn't do it.
I didn't do it this time.
Next time, you know, next time we'll have that it, you know.
But anyway, I mean, the reason why I came out to support Zoran was not because I agree with him on every policy,
but because for like a one simple reason, which was the importance and value of someone who's
33 years old, proving that, oh, yeah, I also know how to win an election. I could also be trusted
to run a successful campaign. Like, you guys are not the only people who, one, care about our
country and two, like, have the ability to organize. And so I was so encouraged that, like,
yeah, look, he can do it. Like, this, you know, what, like, evidence of our, like, our generation's
competency. And I think that that's super valuable. All right. I want to go to a little lightning round,
because who knows who knows who's going to see this.
But I want to give you the opportunity to address people directly.
And so take it if you want.
We don't have to.
But let's start with J.D. Vance.
If you could say anything to J.D. Vance right now, if he were right in front of you,
what would you say?
I would say, she will be mine.
She will be mine.
Oh, yes, she will be right.
My next one was Usha.
So I suppose we got, oh, yeah, I was like literally, what, what did I say to Usha?
Like, I feel like, oh, we got, hi.
Oh, I got, hey.
No, I would have to, I would have to say Usha.
I joke around a lot, but all of that was super serious.
I am in love to fear.
But no pressure.
No pressure.
well my yeah actually that would that's not that good i think i would say hey usha i don't know
i wonder i was like i and maybe i'm just like maybe i am putting my own beliefs onto someone i don't
know but the way i see pictures of her i don't think she's okay with this shit that's how that's how it
appears to me i feel like everyone can see it for what it is it's like she's like the fuck
It kind of feels that way.
I honestly feel for her in a weird way.
Why?
Although, well, because like, imagine you're right, and she is like, this is so bad.
But it's also like, well, like, I, what am I going to do?
Like, break up my whole family and not support this person that I promise I would fulfill their dream.
Like, I don't, like, I would suck if you're, if you're.
your partner like became a nationalist crusader like you know that would be hard at the same time
she is an adult this isn't about her is about our country and she has willing she has been you know
not shy like not careful to not be photographed and not to press events and and all of that so
if she has to live by it.
But it's like, I mean, can you imagine?
Because they're both ostensibly like reasonable people who.
Well, yeah.
I mean, it's one of those things where like they have become like they've gotten close to power.
And now they're, I think they probably have talked themselves into like the.
I know, do you think that they believe.
I try to think about like how do they do it?
Because nobody is smart enough.
like to actually not believe what they say
and do it that well.
Like they all have to really have convinced themselves
in order to like pull this off
that what they're saying is actually valid.
I will say it like this because I am a addict in recovery.
Today's actually my four year anniversary.
Hooray for me.
Congratulations.
Thank you.
But the mind can do wonders if it wants you,
if you want to believe something that's not true.
So as someone who is very experienced in talking myself into things that aren't good for me, I think, the mind can do wonders on that sort of stuff.
What would you say?
Cheryl Hines was quoted saying that she didn't even want to talk about you because you would revel in her mentioning you, which I'm sure you reveled in.
What do you want to say to Cheryl Hines, who again is another one, I'm just like, you feel like she's.
That's great.
It's obvious.
She could have said no comment, but she couldn't help to talk about me.
And I think that what I said is Cheryl Hines?
I wouldn't talk to her.
I would look at her in the eye and hold it as long as I could and not look away.
That's what I would do.
That would be very much like that.
Should we try that right now?
I mean, it's all like, anyway, I'm not going to, anyway, yeah, I would just stare at her.
And then my last one is the masked ice agents who, yeah, what do you want to say to them?
Masked ice agents.
I'll say, I got my own van, dude, and it's way more fun.
And it's the same van, but we're having a good time in here.
Oh, if you guys want to come in, talk about what's going.
on, we'd love to have you.
Great.
But honestly, I probably wouldn't say anything to them.
I see them all the time in D.C. now, and it's very disturbing.
Yeah.
Yeah.
Well, you are in a van.
This is your YouTube channel, and folks can come and watch you talk about politics from
your van.
Is that the?
Yes, yes, yes.
I started my own show with a couple guys about a month and a half ago.
It's called Test Drive.
It takes place out of my van.
Why is it in the band?
Well, because I like to be on the road.
And I want to go see what out there.
We were just talking about how liberals are kind of in their own bubble and maybe sometimes
they're guilty of talking down to people.
Well, I want to get out into the country, see not only what's happening as a result of Trump's cuts
and policies and bring some color to that, but also, you know, find out what's going on out there
and educate myself about my country. And so it's got to be on the road, got to be a road show. It's been
really fun to figure it all out so far. I've been building on my band. And we've been doing
live streams. And we're sort of like we're building the van as we go, literally and metaphorically.
And so at first we did it reported. Now we're doing lives. But the goal is to, um,
I've got real conversations with real people to get my point across substantively,
but also to bring the whimsical entertainment, otherworldly spirit.
But that's what we do.
I think it's very smart.
I look forward to seeing what it becomes.
If you ever, I hate traveling, but if you're ever in D.C., if you ever come over here,
December 9th to 12th.
Okay, I think I'm, I think I'm in your first.
Question mark? Yeah. So I will. Yeah, let me know. And I will get in your van. Yeah, I want to get in the van.
Well, here's an idea. I want to hear if you like this idea. I really, I don't want to like be chasing high profile guests. I think it's really great to do that. Or like, privilege to have those conversations. But it's like you need a booker and you need a, yeah, you're like, but I want to have real conversation with people. But I don't want to hit them over the head with tell me about how much you hate Trump. So.
I was thinking that I could park kind of in a college area a la Charlie Kirk and invite people to sort of like a therapy to tell me about what's bothering them and to try to have some resolution there.
What do you think?
I actually love, love and healing.
Yes, I do think resolution is something that isn't explored enough on social media.
It's all conflict.
Yes.
But like things that travel quickly on social media.
laughter, conflict, and crime.
So it doesn't have to just be conflict.
Right.
So I like that idea because it's unexplored in politics.
It's like what does it look like to make content that is comforting?
Yes.
You know, or it makes you feel something other than just anger.
Yeah, give it a shot.
Thank you.
I'm going to try.
Well, thanks for coming on.
I would love to have you on again.
And truly, if your van is here, I'll let you know my dates.
All right.
That'll be awesome.
Thank you for having me.
And thank you for all the hard, great work that you do.
And the way that, because you provide an example for other people to help,
you're figuring things out for all of us.
So thank you.
Thanks.
