The Weekly Show with Jon Stewart - Breaking (Down the) News with Kaitlan Collins
Episode Date: June 5, 2025With the Trump administration generating headlines at breakneck speed, Jon is joined by CNN's Kaitlan Collins, anchor of "The Source with Kaitlan Collins" and Chief White House Correspondent. Together..., they examine how to cut through the noise and ask the right questions, discuss the ins and outs of covering the White House, and explore what goes into producing effective journalism in an era of information overload. Plus, learn all about “Floribama” and what journalists could stand to learn from John Mulaney fighting three 14-year-olds. This podcast is brought to you by: Incogni: Take your personal data back with Incogni! Use code stewart at the link below and get 60% off an annual plan: https://incogni.com/stewart Follow The Weekly Show with Jon Stewart on social media for more: > YouTube: https://www.youtube.com/@weeklyshowpodcast > Instagram: https://www.instagram.com/weeklyshowpodcast> TikTok: https://tiktok.com/@weeklyshowpodcast > X: https://x.com/weeklyshowpod > BlueSky: https://bsky.app/profile/theweeklyshowpodcast.com Host/Executive Producer – Jon Stewart Executive Producer – James Dixon Executive Producer – Chris McShane Executive Producer – Caity Gray Lead Producer – Lauren Walker Producer – Brittany Mehmedovic Video Editor & Engineer – Rob Vitolo Audio Editor & Engineer – Nicole Boyce Researcher & Associate Producer – Gillian Spear Music by Hansdle Hsu Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Hey, everybody.
It's Jon Stewart.
It's the Weekly Show Podcast with Jon Stewart. It's Jon Stewart.
It's the weekly show podcast with Jon Stewart.
Welcome to the show.
I'm trying desperately not to push myself up out of my chair for the beginning.
For some reason, that's my set.
So now I'm going to... You can't see this, but I'm slouching.
It's the first show of our second season and I am beginning it on
a slouch to try and prevent myself from lifting off the chair. It is Wednesday. God knows
what's going to be happening by Thursday. Ukraine could have destroyed the rest of Russia's
nuclear equipped planes. It could have not. This whole thing could be over. I just have
no damned idea. But I will say the one thing that did catch my eye and this planes, it could have not. This whole thing could be over. I just have no damned idea.
But I will say the one thing that did catch my eye, and this is, it almost seems like
a minor occurrence, but they're pulling the name off of the USS Harvey Milk.
And it just reminds me of what this administration is and the priorities of this administration and the ridiculously just petty
and malicious way in which they go about,
I mean, for God's sakes, they're removing the name.
Now Harvey Milk, for those who don't know,
was an activist for gay rights.
He was assassinated in San Francisco
along with the mayor of San Francisco
by I think kind of a right wing nut bag
who claimed that fast food had driven him insane.
And I think the guy's already,
but he served like, I don't know,
four years, five years, some shit like that.
But the guy was in the military.
He was like a submarine. And he was kicked out of the mail.
He was, he got a less than honorable discharge out of the military because he was gay and
fought for gay rights and, and was an important figure, uh, not just in that movement, but
for people who wanted the military to represent the actual people of the country.
A military, I think, is always strongest when it is reflective of everyone that it is protecting.
That's just, it makes it a more representative and better force. And they just removed the name.
And not only did they remove the name, for no fucking reason,
they did it at the beginning of Pride Month,
which is just, again, the dickishness is the point.
In what way, why would you do that other than,
it's a move of hostility and nothing else, you know?
Oh, I'm gonna break up with my significant other.
Oh, now?
No, no, no, I'm gonna wait for their birthday.
I'm gonna wait until it can have the most shitty impact
on all that.
And it's just one more dispiriting note on this crew
that can't be out of there fast enough.
It's just a constant stream of hostile moves
because of how persecuted they are
that one of the ships in the entire US Navy
bore the name of someone who was an activist for gay rights.
That can't stand.
Confederate soldiers?
No, no, no, that's OK.
We can have that.
I mean, for God's sakes, they changed the name of Fort Bragg.
Bragg was a horrific Confederate general.
They didn't even like him.
And they changed it to, I think, Fort Liberty,
something along those lines.
And he went and changed it back by finding another soldier.
It happens to be like a brave soldier from World War II,
also named Bragg.
Like this is what we're dealing with.
And I don't mean to keep harping on it.
It's just one of those things I saw and I just thought,
god damn it.
This is what we're going to have to do.
It's been four months.
Jesus.
But speaking of, on a different note,
someone who is dealing with it directly,
who has to be in, who faces down the torrent
of these individuals and does it, I think,
better than almost anybody out there right now.
And I'm very pleased to have on Caitlin Collins.
Ladies and gentlemen, what a day we have.
It's the first show of the new season, and we are joined by Caitlin Collins, Ladies and gentlemen, what a day we have.
It's the first show of the new season and we are joined by Caitlin Collins, CNN anchor,
chief White House correspondent, the show, the source of Caitlin Collins.
It's weeknights at 9 p.m. on CNN.
Caitlin.
I'm looking for a third job if you have any producer spots.
Are you the only one that does that?
Are you the only White House does that? Are you the only
White House correspondent who does a nightly show? Yeah, yeah. I mean because
it's insane. It is insane. You know because I took a small break hiatus from the
White House for two years when I was in New York but now that I'm back, you know
when you leave the White House it's this big tall gate you go through security
and like before when you would leave it's like okay your day's over like yeah you got to stay on the phone but your job's done big tall gate, you go through security. And like before, when you would leave, it's like, okay, your day's over,
like, yeah, you gotta stay on the phone,
but your job's done.
Now when I'm leaving through the gate
and like saying bye to the Secret Service guards,
I'm like going to my second job.
I'm like, okay, job one done,
now job two is about to begin.
And I'm like, you know, it's a lot.
And you guys moved into a new studio.
Did they make you like also bring in the furniture
and all that?
Are they, is this a budget situation where they're just making
Caitlin Collins do all the work for everybody?
Yeah, my dad called me the night after we moved
to the newsroom. Our new set is in the newsroom
instead of just a, you know, typical TV studio.
And he was like, where were you last night?
And I thought he meant that he couldn't find the show
or he couldn't see it on TV.
And I was like, what do you mean? I was at work.
And he's like, no, but do you mean? I was at work.
And he's like, no, but where were you?
What was that?
He didn't understand.
I like that your dad is just like one of those bloggers
on X who's just like, what's with the new studio, Caitlin?
Yeah, he's like, where's the old sign?
Can I have the old sign?
And I was like, I was trying to explain to my dad,
he's gonna kill me if he hears this,
that it's a digital sign, it's not like a physical sign
that's behind me with the logo.
But anyway, it was quite funny.
He wanted swag?
He wanted swag from the old Caitlin Collins show?
Yes, which, you know, I'm gonna get it for him.
You know, it's a little Father's Day surprise.
You're a, that's a very good daughter thing to do.
That's a lovely thing.
Father's Day's coming up, and, that's a very good daughter thing to do. That's a lovely thing. Father's Day is coming up and you're gonna get him
the neon sign from your old studio.
I like that.
He would like that.
That, it sounds insane,
but my dad would like find that adorable.
No, he sounds like a good dude.
Where does he live?
My whole family lives in Alabama,
which is where I'm from, born, raised, all that good stuff.
Where in Alabama?
Right outside Montgomery. It's a city called Prattville. born, raised, all that good stuff. Where in Alabama? Right outside Montgomery.
It's a city called Prattville.
Oh, how big is that?
That's like 38,000 people or so.
Everyone thinks I'm from a one-horse, one-stoplight town,
but it's actually a fully functioning city
and a great place to grow up.
I love it.
I was just there a few weeks ago.
Oh, that's nice.
You know, Alabama, people have the impression,
it's got kind of a hot comedy scene.
Like Birmingham, one of the great cities to play.
You know, when you're touring and doing that kind of stuff.
Alabama's kind of a, the only problem I ever had in Alabama
was there was one area,
this is back when I was working at MTV,
where it was in between Alabama and Florida,
and they called it Floribama.
Do you have a problem with that place?
Because I have said previously that if I ever get married, I want to get married at the
Floribama because I love it so much.
For people who don't know, Floribama is a bar that is on the Florida-Alabama state line.
It crosses them.
That's right.
It used to be a small package store, kind of like shack type thing.
And now they've built it up into this massive bar.
And what I love about the Floribama
is you can be there on a Saturday night,
like listening to some cover band.
There's like underwear lining the walls
and hanging from the ceilings.
And then on Sundays, they host church.
That is correct.
Yes.
They host church on Sundays.
So you can go and go to the service,
get a Bloody Mary while you're there.
It's great.
The only thing I remember about Florida was everybody
made it pretty clear that it was basically
like being in international waters.
That Florida was like when you were
in this jurisdiction of this bar,
it was like being on Silk Road.
That basically whatever happened there,
lawlessness or otherwise.
Your job as White House correspondent, when you used to do that job, what time do you
get out?
Let's just go logistics for a little bit.
What time when you are a White House press correspondent, what's your day hours-wise?
I think it kind of depends on what your responsibilities are.
For a TV reporter who is on cable that is covering the White House, previously during
Trump Round 1, as I call it, you know, we were on the clock
probably till 10 or 1030.
At night?
Yeah, because a lot of stuff happens at night, like depending on who's in office.
You can always kind of determine any presidents, like are they early or they someone who translator?
Obviously Trump-
Trump not a morning person.
Trump is kind of 24-7 though, like, but I was, you know, looking at his, I check his of 24 seven though. But I was looking at his,
I checked his Truth Social in the mornings,
I was looking at it today.
He posted three times between 2.15 and 2.45 a.m. last night.
So about China and the Fed chair
and what's happening on Capitol Hill.
Are those scheduled or you think he's actually up?
No, I think he's up.
I think he's just, he doesn't sleep that much.
He sleeps like three three four hours a night
You know that that that breaks people. I don't know if you know this but that's that's how Stalin used to break people
He would he would only let them sleep like three hours four hours a night and they would go insane. Yeah
Well, we wrote a whole story. I was just thinking about this during the Middle East trip
we wrote a story during his first term about how a lot of White
House staff didn't love flying on Air Force One with him because on the way to a Middle East or a
foreign trip because he doesn't sleep on the plane. And so they can't sleep on the plane because he's
talking or, you know, wants to meet or have these conversations. And so they're like land on the
ground for like this six-day slog and they haven't slept at all. And it's, I had one source who told me
that the president sent someone to wake them up
when they were sleeping because he wanted to talk
to them about something.
And they were just kind of describing what it's like
to be a staffer on Air Force One.
So this whole thing, we could have avoided
this whole presidency if we had just gotten him a friend,
if we had just gotten him somebody to talk to,
this is all, he should be the country's social director,
not the president.
Like it's just, when do you sleep?
If you're doing White House press core duty
and then you're doing your show
and then you're going with him on a plane
to the Middle East, when are you sleeping?
I don't, I definitely sleep more than he does.
I will say that. I don't know, I don't, I definitely sleep more than he does. I will say that.
I don't know, I don't sleep a ton either as well, but I think it's just because, you know,
I don't like to miss anything and I'm always, you're always like kind of paying attention
to what's going on.
And you know, after the show ends at 10 PM Eastern, I'm kind of still buzzing from like,
you know, our interviews and what's been going on and still talking to people after the show.
And then, you know, you're up early in the morning
to see what's going on.
But it's good.
And the schedule is crazy and it sounds, I think, insane.
But I think after covering Trump round one
and then doing the nine o'clock
for a few years before starting this,
my expectations were totally clear
about what the hours would be
and how crazy it was gonna be.
So let's talk about the cadence difference then,
because you talked about covering Trump
once.
So then when Biden comes in, is it like all of a sudden you're on a resort and Sandals
resort, like nobody's bothering you, nobody?
What was the difference in terms of how the pace of the day went or the rhythm of your entire job.
How did that shift?
Yeah, and I covered the first two years of Biden
and Trump was all I had ever known in terms of,
he was the first president I covered,
the first White House I covered.
So I never covered Obama or Bush.
I'm so sorry.
So that was my expectation, you know,
that like, yeah, you're at the White House
and they say, hey, there's gonna be a press conference in 30 minutes, like get ready. Meanwhile, I think
Biden's first press conference, they announced it like five days in advance, like we knew
so far in advance that it was happening. And so like simple things like that were the biggest
changes, I think, in terms of that. But Biden was actually quite busy during the first year
and two years in office because one, COVID was still
happening when he took office.
That was a huge thing for him, obviously,
in terms of people actually getting vaccinated
because they were starting to roll out.
And two, then Russia invaded Ukraine.
And that happened, it was about 10.30 PM Eastern
when Russia first started attacking Ukraine.
I was at the White House when it broke out.
And so-
At 10.30 at night, you were still at the White House?
Yes, because we... When there's certain things going on, you kind of know to stay.
Actually the night Trump got COVID, I had stayed at the White House late for something,
working on some reporting.
And then was when we started to get word that a close aide to him had gotten COVID, which
obviously then, you know, this was like a huge moment.
And so we actually stayed on air that morning, I think until 5 a.m.
We never left and just kept reporting and covering it.
And then, you know, at 5 a.m. you get home and you kind of like, you can't go to sleep
at 5 o'clock in the morning when you've just been covering history.
And you're kind of just your mind is still racing and you know I mean covering the White
House is just there is literally no job like it and you always have to be
prepared that that anything can happen. Is it a job for I would find for myself
I think I'm slightly neurotic so I would imagine that those nights
settle down Collins that's not slightly neurotic So I would imagine that... Slightly? Those nights settle down, Collins. Let's not. Slightly neurotic.
And I would imagine that I would constantly be thinking, oh shit, I should have said, boom.
Or I should have, are you replaying the day's events or are you working forward?
What is your process?
What is your process?
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Because one of the things that I think suits you so well is you have a directness.
Like, there's not a lot of wasted verbiage and things.
You're very clear about what you want to do.
You know, I'm down with Collins.
I think you're, I'd say to them, let Collins ask the question.
Forget about going to these other idiots.
Just let Collins ask the questions, that'll be fine.
But do you find yourself replaying
or more forward contingency planning?
What's your process?
I would never ever compare myself to an athlete
as someone who appreciates athletes and loves sports
and is like a diehard Alabama fan.
But I do think in terms of how it operates on a daily basis and appreciates athletes and loves sports and is like a die-hard Alabama fan.
But I do think in terms of how it operates on a daily basis
and how quickly it has to move,
you do kind of have to think of it where,
like if the play happened and you didn't, you know,
catch the ball or do your job on that,
you kind of just have a few seconds to think about it
and move forward and try to improve.
You're going with a Ted Lasso, gotta be a goldfish.
You gotta forget the play and move to the next one.
I don't know if you should forget it.
I think you should keep it in the, because you have so much to remember as a, as a White
House reporter.
And I think that, you know, if something happens or an interview doesn't go the way I wanted
or a press briefing, I didn't, you know, follow up on the question in the way I wanted to.
Yeah.
I lament over it for a little bit and then I move on because there's another moment coming up.
Was there one that stuck in your,
in your craw in a way that surprised you?
There have been some, I think there was one, you know,
there's been some press conferences where, you know,
one thing I learned really quickly during Trump,
which I actually think was, it was great training as a,
you know, as a reporter is becoming a reporter
because you just have to be on all the time. And you, there's really a ton of room for error. which I actually think was it was great training as a reporter is becoming a reporter because
you just have to be on all the time and there's not really a ton of room for error. And so,
I was in the briefing where during COVID when there weren't a ton of reporters because we
were rotating to keep the presence small, when Trump came in and we were prepared to
ask about ventilators or swabs or something.
Trump comes in with this DHS employee and they're talking about sunlight being a potential
cure and a treatment for COVID.
What you have to do, I think, as a reporter is just be ready, be quick on your feet, be
ready to adjust.
Yeah, you could have the best question going in there on ventilators or swabs and really
need an answer to it, but you have to move on if the news is changing or there's something, you know,
you're kind of constantly registering what's important and what's urgent.
In terms of forward thinking though, I really try to be forward thinking. Like, I always keep a
running list. I was just updating one yesterday for someone I'm trying to interview of people I want
to interview who I have right now no shot of interviewing. They have not said yes. They're not even answering my calls.
But I keep a running list.
This is a physical list that you keep or on your phone.
It's on my notes.
Who's number one? Let's go. Let's get it done.
Well, I don't know. I don't know. I don't know if I believe in manifesting if I say
it on the podcast.
Collins, I'm going to doggedly pursue this like I'm Kalyn Collins in the White House press room
until you give me a satisfactory answer.
How large is the list?
Let me put it that way.
It's constantly evolving, because sometimes I
do succeed and can knock people off of it.
But around the election, I had six people
that I really wanted to interview before the election,
because I thought there are certain voices
in certain moments.
And that's the art of interviewing and the difficulty,
which you know very well, which is you've got to,
you want them, you don't want to just interview anyone
whenever you want them in the right moment
when people want to hear from them.
And that is kind of my daily battle is booking guests,
booking the right guests and trying to get people
to come on and talk and be willing to sit for an interview.
And I'm always in the best mood
when I've booked someone really good.
Or like, you know, when we got Attorney General Bill Barr
for an interview, we interviewed him twice.
Boy, was that a nice one.
Yeah.
Yeah.
But I had a running list of questions for him
long before he said yes,
because I was just always hoping
that he would say yes to me eventually.
Right. I feel like interviewing Bill Barr, it's like interviewing,
I don't know, charcoal.
Like he's just this like, like there's no, yeah, well,
that's, you would say that.
That is something you would say.
You know, it's so matter of fact,
and you have to protect yourself, I would imagine.
I sometimes get very emotional when I'm doing those,
but I notice you're able to not take
the bait of the moment.
You stay on what you're doing.
Trump can say, that's a dumb question, nobody watches you, but you don't seem to take the
bait.
Is that something you have worked on or is that something that is part of your personality? I truly don't think there's anything that the president could say to me that would really
surprise me because I'm so familiar with you know kind of his tactics or how he is. I mean he did
this at our town hall. This happened before when he kicked me out of an Oval event when he wouldn't
let me go to any other events at the White House because he didn't like the questions asked in an
Oval office event.
It's often a tactic, I think, and a deflection tactic in terms of not wanting to answer the
question.
And so, you know, I also think that as a reporter, you kind of have to go into these moments
prepared for anything.
And if you really are and you're not expecting to be treated super nicely and for them to
call on you and everyone to, you know, wait for you to get your question out and assume that you're operating in good faith.
If you go into it kind of ready for that, then nothing can really throw you off.
And I think truly also you'll have to remember, what are you doing there?
You're there to ask a question.
I'm not there to get in a back and forth with the president about ratings or my credibility
or whether he likes me or doesn't like me that day.
The point is, because that's a distraction
from asking about the person who the administration admitted
was wrongly deported and what are they doing with that.
And so I think that's always kind of just my goal
is to not get thrown off of what I'm going in there to do,
which is my job.
And it's so interesting because this, I would say this White House,
and you can compare it having been in, you know, you talked about tactics.
It feels like they're very well practiced in how not to actually answer what they're,
what they're being asked. And it almost feels at times like an exercise
in artificial intelligence.
Like this press secretary feels a little bit
like a touring test.
Like you're, you know, it's just so focused on delivering.
So all the questions are, what is the statement
that I'm going to receive that's been designed?
And oftentimes those statements are filled with falsehoods
and misdirects and things like that.
How do you break through this kind of artificial intelligence
that you're, I mean, you're sitting there in real time,
as you said, you've got all this preparation
and she's just delivering a line.
Well, even the other day when you asked her,
I think about, I think it was what the OMB had said
or what the, was it office of management budget?
Or?
Yeah, yeah, about the CBO score.
The CBO scores.
About how much the bill's gonna add to the deficit.
That's right, and you had brought up
what it had been scored at,
and she went into a whole thing about,
they're always wrong, and they were wrong by a half a trillion dollars, but she
provided no context on the idea that they had said we wouldn't generate 1.5
trillion and we ended up not generating a trillion. So it was still a huge
deficit problem. Right, and also, you know, a lot of what was said there wasn't true
about how they... Their scores are actually pretty good, but
you have to kind of choose your moments.
And the gold standard for what people use for legislation it just is what it is.
And we're working on this for tonight for the show but there's so many moments and Democrats do this too where they
criticize and villainize the the CBO when they don't like what it's saying about what they would like to get past
but when it says something that they do like or something bad about their opponents, then they are all about the CBO. And so the CBO is getting thrown around like
a football here. And also there's like four, I counted four independent analyses outside
of the government that also say it will add to the deficit. So anyway, that's what multiple
experts who don't have a dog in the fight say about what the bill will do. But in terms
of I think no press secretary really wants to fully answer your question.
I think that oftentimes they do try to take whatever you ask and use their talking points
or say what they would like to put out there.
And that is where it comes back on the reporters, I think, to ask a smarter, direct question
that can't really be answered with talking points.
Or anyone listening to it would say, well, that wasn't really an answer to that question.
And also the key is in following up.
I think one thing that has happened in the press corps, and also should happen more,
I think, regularly for anyone is if a question doesn't get an answer and then they move on,
another reporter should ask that question and should follow up and say, well, actually,
but that's the key of listening and being there in the moment.
So I'm gonna, I don't know if you're familiar
with John Mulaney, he's a comedian, very funny.
So he's doing a show on late night.
And this is gonna seem like a weave, Collins,
but it's not, it's not a weave.
Well, I'm familiar with weaves, so I'm good with it.
You're familiar with the weave,
so it's gonna seem like it.
So on his program, he's doing everybody's live show,
and he set up a thing where he's going to fight three teenagers.
John Mulaney.
John Mulaney is an adult man.
He's a large man.
I'd say he's six foot, six one.
He's not the strongest guy in the world,
but he's beefy for a comic.
He's going to fight three teenagers to settle down.
There's no reason to go there.
So he's gonna fight three teenage boys. Now, not one of these boys measures up to millennia
in terms of sinewy old man strength
or anything else along the terms of leverage
and the way to fight.
And the fight, which happens at the end of the show,
is chaos.
And he's running around and there's three kids
and he grabs one and then he grabs another.
And then something happens
Caitlin, what do you think happens?
the hive learns that the three teenagers realize oh
Power numbers if we work together
If I grab one leg and I grab one leg and we get them on the ground you can choke them out
Why don't the White House press corps learn
from these teenage boys, Katelyn?
Teenage boys learned this in 30 seconds
of fighting John Mulaney.
Why don't you guys, if the purpose of this
is to break through the defenses,
because that's what they are,
this is a battle between real information
and a political machine that does not want to offer it up.
So there's real strategies here.
Why don't they do that?
One, that was a really good weave.
And I thought an apt weave.
Thank you.
Appreciate that.
But I actually think that we do. And maybe it's not perfect, and there should be more of it. I'll an apt weave. Thank you. Appreciate that.
But I actually think that we do.
And maybe it's not perfect and there should be more of it.
I'll take that point.
But I think, I mean, I'm thinking right now, we had a lot of complaints from White House
officials when the group chat broke and we could see all the information in there, we
could read the text.
I talked to retired four stars who said, that's classified information.
There's no doubt in my mind.
This isn't a political statement, it's classified.
I can read it, I know classified information.
There was a day at the White House where they were just denying that it was classified.
That was their position.
I think the question probably got asked four different times, five different ways inside
the briefing room in terms of how they could make that argument that it wasn't classified
and what they were basing that on.
And it was kind of reporter after reporter asking the same thing.
And there was a real frustration on the White House's side, but it wasn't that every reporter
wanted to ask the same question.
It was just that it wasn't getting a sufficient answer.
And so people kept asking.
And I think that is a – there is a power and a strength in that in terms of you know following up on something and
You know seeing what they say or the White House has been saying this is not going to add to the deficit
Following up on that because so many different things say that it will add to the deficit
And so I do think there's there's strength in that
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Is there any kind of, to go back to maybe the sports metaphors, is there a pregame meeting
for the White House correspondents where you guys can sit, you know, look, there's no question
they have a meeting.
You know, we know enough about how the White House works that they sit in a meeting and
they try and conjure up, these are the questions that are going to come.
And this is the way that you have to answer it.
Could there be an analogous meeting
that takes place for all the White House correspondents,
almost like where they are, they're a team as well,
team information or team truth or whatever
you want to call yourselves.
By the way, we'd make fabulous t-shirts.
And I don't want to get into the merch right now,
but I think there's a real merch opportunity here.
For the White House Correspondents Association?
It's certainly better than that fucking dinner,
I'll tell you that much.
But maybe if we wore t-shirts at the dinner,
people would like it more.
All right, I think they might.
But do you get my point?
I get your point, but then I think
the other side of that is, you know,
reporters aren't all working for the administration,
that's all the comms and press staff
all working together under one boss.
We all work at different organizations,
we have different viewerships, different audiences.
But for purportedly the same goal, no?
For the same goal, but different questions on,
you know, the problem is, or the, not problem,
but I think the challenge is,
there's also different things to ask about.
There are so many topics going into a press briefing, where I have probably about one
a week, or going into an Oval Office meeting with the president where typically it turns
into press conferences, that I think different reporters have different things that they
want to ask about.
I think that's fine.
We're not a monolith and different people want to ask different things.
We don't all have to ask about the same thing.
I just think oftentimes there is one pervasive story of the day or I think
of when President Trump was meeting with President Bukele in the Oval Office right after the
Supreme Court said that they needed to facilitate the return of the guy who was wrongly deported
there.
You know, I was kind of surprised that it actually had not been brought up in the first,
you know, several questions until it got to me.
You know, oftentimes Trump does not call on me first when we go in there.
But he does still call on you.
I will say this.
Yeah.
He can be very antagonistic with you, but it's also pretty clear that he likes sparring
with someone of quality and that he does, I almost think he needs it. He needs to be challenged by someone that he thinks has some gravitas or authority.
Otherwise I don't think it challenges him.
The game's not fun for him unless he feels like he's going to get pushed somehow.
Yeah, and I've heard from sources and White House officials around him and just people
who are his friends and his allies who say he does like that.
He actually doesn't speak fondly of people who ask him really easy questions or silly
questions.
I think oftentimes the moment he'll say, I love that question or that was a great question.
But I think also he respects tough questions and often takes them.
He won't come to me first typically.
This has kind of been a pattern
that has developed this term.
But he will eventually come to me,
maybe two or three questions in.
And typically wants to hear.
I mean, there was a moment where in the Oval Office,
he said, okay, everyone,
like, let's see what she's gonna ask today.
And of course my question was perfectly normal
and on topic.
I remember that.
And he said, what did he say?
Why do you have to ask such a nasty question
or something along those lines?
Yeah, he asked why I couldn't just say thank you
after we were questioning about, you know,
the guy that they said was wrongly deported
to El Salvador.
And so, yeah, you know,
but I think the most important part is going in there
and making sure that the questions that need to be asked
get asked and we can't always choose the answers.
So what's the successful interaction like in your mind when you're in there and you're
going to and I think part of it is people don't the speed of all this and the fact that
it's a constant churn plays to the advantage of the White House because I think as you
said they're working together and they're facing off a bunch of independent contractors that are somewhat scattered in terms of what they want.
So what's in your mind a successful interaction?
Is it just to get the question or is it in your mind tent post of their response that you can deconstruct later on?
In other words, get them to take a position, understanding that in that moment, you won't
be able to litigate that position as well as you might in the future.
So that sets something up that allows you later on to really dissect it in a way that gets to
What the actuality is I think all three honestly because one yeah
You do want to get them on the record and just what their answer is and maybe you're not gonna litigate it with oh
Well, actually, you know, that's not what that says or here's facts that don't back up what you're saying
You may not always have that moment, especially in an Oval Office spray.
It's very crowded.
Wait, they call it a spray?
That's what we call it.
Oh, really?
I know.
We have this terminology that makes no sense, like the pool, the spray.
Sometimes it's more of a fire hose than a spray of...
Fair enough.
I don't think I want to talk about this anymore.
It's making me very uncomfortable.
We go in, but I do think you want to get them on the record one.
You know, if the Supreme Court has ruled something or a judge has struck down something they've
done or Elon Musk has come out against his bill, you want to get them on the record on
that first.
Like his black eye was, you got him on the record saying, yeah, it was my kid.
My kid punched me in the face because I asked him to.
And I wasn't in the room that day. But when I was watching it, you know, we weren't in the pool that
day. I was watching it and the reporter who did ask, I was like, thank you, because everyone who's
watching is saying, wait, does he have a black eye? What's going on? And wondering what happened.
And so it was, you know, that reporter didn't go into the room thinking, I'm going to ask
Elon Musk about his black eye. But he noticed it.
Yeah.
It's just like, you know, being able to do that in the moment.
But then I also think, one, yes, you want to stake a goalpost down.
But two, you do want to get an answer sometimes.
But sometimes it's also just important to ask the question because I think a non-answer
can be just as revealing as an answer from a president.
And so I think that is kind of always the goal
when you're going in there and just thinking,
what do the American people want asked?
What is their question on what's happening today?
Whether it be Elon Musk or courts or the Supreme Court
or whatever's going on.
I think that is what you are in there to do
and that's like the ultimate reminder.
When you were in there, that press
bray that you were discussing, the one with Bukele.
Yeah.
I have to say that was one of the White House press
get-togethers that might have been the most dispiriting one
that I've seen, even more so than yelling at Zelensky
to thank them in, while sitting
in the Oval Office.
I was there for that too.
Yeah, another, and we'll talk about that as well, because you've been there for some real,
like normally these things are very pro forma.
The one thing I'll say about the Trump is things happen.
Shit goes down when you're in there, the Bukele one, they were being so glib and almost playful
about a gentleman who may or may not have been whatever,
it didn't go through the right process,
who is in what everybody agrees with
is one of the most disturbing prisons
on the face of the earth.
And they were being so coy and glib.
And I found that incredibly disturbing.
And I wonder if while you're sitting in there,
you felt that.
Well, what was remarkable was typically the president
is the only one who takes questions in a moment like that.
He and his, whoever the other world leader is,
will be the ones who you direct your questions to.
Every other now and then,
he'll ask other officials to speak,
but he doesn't often turn to people
and ask them to answer the question.
And I was the first person to ask
about what the Supreme Court ruling was,
and the president turned to Pam Bondi.
And then he kind of had everyone go turn by turn.
And just to, you can't always tell the camera,
but it is very close quarters inside the Oval Office.
So Stephen Miller is probably, you know, a foot from me.
Did it just get colder in here?
Pam Bondi.
Did I just, oh, the hair on the back of my, what was that?
Don't say that name.
I'll go back to talking about the sprays.
Pam Bondi is in front of me and, you know,
they all kind of took turns answering the question to me
but they all kept deferring to President Bukele and saying well it's only up to him,
it's only up to him. But he is sitting there saying nothing which you know I'm kind of like
assessing the scene, you want to hear what the president's gonna say about this because
obviously could end up in a court filing and then finally I asked President Trump,
can President Buuckeye
answer that question? You all keep deferring to him. And so, and they also
were misinterpreting or it wasn't totally clear if they had explained to
the president about what the Supreme Court ruling was in terms of Trump kept
saying that they won and that it was a 9-0 decision in their favor. But if you
actually read it, you know, it was much more of a gray area, more nuanced than that.
Do you think that is the idea they hadn't explained that
to him or the strategy is we're just going to say we won.
His strategy is generally when he loses,
he just finds a way to say that that was the victory.
Or maybe both.
A little bit of both.
Sometimes his attorneys will go to him and say, you know,
this is the view of this or this is how we're going to sell it.
So it wasn't totally clear to me in that moment as that was all kind of coming out and they
were saying that they had won.
But it was a remarkable moment to be in there and then also to see President Bukele's response,
which was he was saying, well, I can't smuggle a terrorist into the United States.
Obviously that's not what I was asking.
Right.
But that's how he answered it. But that's why I meant it felt like they were putting on a play
and the self-satisfaction that they had about this little play
was what I found so dispiriting.
And I don't know if that's, like, when you're in that room,
so let's say it ends, right?
Do you then have an interaction with Pam Bondi off camera
or Stephen Miller off camera or any of them where they go,
yeah, got you on, you know, what are you gonna do?
I guess it's up to Bukele and they all giggle
because they know we're paying the guy $6 million
or whatever it is that we're paying him.
Do they acknowledge to you the play they're putting on or their self-satisfaction?
Yes and no.
Because one, you're ushered out.
The meeting is continuing.
You go in just for what's technically the top of it, but obviously you stay in there
much longer typically with Trump because he does take so many questions from reporters,
which I think is a good thing. But then you leave, basically.
And then you go through the press offices,
you're escorted out back to the press briefing area.
But I heard from a lot of officials that day,
some who were watching and some who were in the room,
who were commenting on one, just how it all went down
and how they answered those questions.
What was their perception generally of what they saw?
It's a PR strategy, obviously, with them.
Publicly, they say this because they're also arguing
in court filings that they didn't have to return him,
despite what judges here were saying
and wanting to do a review process
of the communications that had happened.
And so you do have some people who will acknowledge
that it's not a black and white case,
that they are obviously arguing it in the courts for a reason.
But then also that they believe that they will ultimately
win this and that they didn't have to facilitate his return,
which obviously they still have not done.
Do you feel like you get better answers from people
when it's not for attribution and not for the cameras?
That's sort of getting back to my last point,
that the play that they're putting on
is the play, and then you have to facilitate the real.
So you feel like the answers you get off camera
are better than on.
I think it depends on who you're speaking with.
The White House officials, yes, I mean,
this is a tale as old as time.
They're more candid when they speak anonymously
about something. But when we do the show at night, we're interviewing people on camera about this,
and you're kind of operating with the information you know in your head about what people are saying
on background or off the record, and you kind of use that to your ability to be able to ask better
questions because you know what's really going on behind the scenes. Are you, is it a breach of ethics to be able to say afterwards,
I spoke with the people in the White House afterwards,
they did not want to be for attribution,
does that limit your access to then say,
and they said, yeah, that was all a play they were putting on,
they knew it was bullshit, it's self-satisfied,
here's the thing, we're just going to play this out in the courts
as long as we can.
We are not going to be giving people back.
I guess what I'm getting at is the truth.
The real information.
I've always felt like in the green rooms of news organizations, you get more truthful
information than on camera because on camera, people feel the consequences of what they
say.
Yeah, but I think people should say on camera what they actually think. And so-
Completely, completely.
But we think about this when we have guests on the show
because we like the people who, you know,
maybe our audience disagrees with them
or maybe they don't like what they're saying,
but we like, I like people who come on
and will tell you genuinely what they think.
And they're not saying one thing, you know,
in the commercial break. But that courage
is in short supply, Caitlin.
The courage of people to do that is in very short supply.
But I think when you put people on the spot in the moment
in an interview and you're like, do you really think that?
Or is that really the case here?
I think that moment can be in and of itself revealing.
Because I don't think that you should say,
report one thing and have one thing,
but actually know other stuff.
I think you should report what you know
and say that publicly.
And that is why I try to be very direct in my questioning
or in our interviews at night.
We don't have a lot of fluff
because no one really gets away with an easy interview.
But that's what I like about it.
And that's what I think is what makes it successful
and gives you that credibility.
You don't see it a lot.
And even look, there's all that controversy
on your network about original sin and Tapper's book. And even look, there's all that controversy on your network
about original sin and Tapper's book.
And they talk to people and then, you know,
there's a lot of stuff on well, people in private would say,
yeah, Biden's not up for the job or he's not.
But that wasn't really getting reported at the time,
all those whispers and hums, but very clearly,
people were disseminating it. It's it's I guess
they call it an open secret, but it felt like very much an open secret. You know, I talked to one
White House official, a pretty senior, who who worked for Biden about this and you know how they
thought everything was playing out. And this person I thought actually made a good point, which was
that a lot of the stuff with President Biden happened in public and on camera.
Like the moments that some of his staff was most concerned about were, you know, things
he said on TV or how he was walking or shuffling his gait.
And then they felt – actually when they met with him one-on-one, they felt better
about how he was doing and whether or not he was up to the job and running.
And so actually, you know, this person was saying that a lot of the things that were happening with President
Biden were kind of out in the open and in front
of people's eyes.
And you could see how he was doing and what was happening.
I thought that was illuminating in terms of just
what this looks like.
I wonder if that's rationalization on their part,
because all of their strategizing
was to prevent people from seeing even those private moments.
You know, there was something,
I think we did it on the show early on
where Kamala Harris was giving a very, you know,
impassioned defense of Biden,
which, you know, as your vice president and somebody,
he's the most sharp out of anybody.
He runs those meetings.
He does all this.
And our response was like, has anybody filmed that?
Because that'd be a great thing to put out there
to dispel it.
Because it was the kind of thing that transparency and sunlight
would dispel.
If what they're saying is, oh, no, no, no, no, no,
you have completely the wrong idea,
this is a much different thing in private.
Well, that's easy.
That's a much easier thing to dispel than,
no, we're lying to you about this and covering it up.
And they didn't do that.
And in the same way, I'll say this
with the Republicans and Trump, how many times
have you heard reporting in private, they say,
they're tired of his
bullying, they think he lies, they think this plain thing is corrupt, but nobody will speak it.
Yeah, yeah, and that's always incredibly illuminating, I think, too. And the one
thing I think with any president, Republican, Democrat, whatever, there shouldn't be a bubble
around them. Like, I understand that political staff is designed to insulate them or to minimize their
mistakes or spin their agenda.
But I think no president should have a bubble around them and that they should freely have
access to reporters to ask questions and question them.
Do they want that?
What does a president want an honest evaluation from people such as yourself or others about where you think they could do better in terms of truthfulness? Because it feels like that's not their goal in any way.
Well, I don't I think for any politician, that's probably, you know, not exactly their number one. Right. But you know, with President Biden, I always found that if you asked him a question, he would answer it pretty directly.
I remember when he had first taken office,
and it was reported that the Biden DOJ was continuing
to basically not use warrants to get reporters' phone records.
They were continuing a practice that had happened under Trump.
And obviously, we know Obama did this as well
in his administration.
And I asked President Biden about it directly,
what he put a stop to the DOJ policy if they
believed in press freedom and access.
And he said yes.
And I remember a White House staffer, it was on a Friday afternoon, called me.
Biden was coming out of some fluff event in the East Room.
It wasn't like an Oval Office spray.
But I had called him and I asked him and he answered it.
And a White House official told me they were already driving home for the evening
and had to like pull over on the side of the road
and field questions from the Justice Department
because they had to change the policy and write a new policy
because of how he answered the question.
And so anyway, my point is I think
that you should be able to access the president and you
know, yeah, it was like not-
It makes sense.
Well, what it makes-
To make me very popular. What it makes you wonder, and maybe it was like not- It makes sense. It's gonna make me very popular.
What it makes you wonder,
and maybe this gets to a larger position.
Look, you've been down there now,
you're still very young,
but you've been down there for a decade, yes?
You've really been covering this for a long time.
I've been at CNN for eight years.
And what I wonder is, it's very hard for me
having observed it for these many years
and knowing what little I know about it,
having interacted with people who really do work down there
and trying to do some things
to get some things done down there,
is that if it were on the up and up,
wouldn't it be easier to cover it?
If the atmosphere down there wasn't,
I'm gonna do my best to obfuscate what's really going on the
real information if these policies were so beneficial or clear or not corrupt or
the corruption didn't exist in meme coins and dinners and planes and all the
other shit that's going on right now it wouldn't be this hard. And I'm not saying that, you know,
it wasn't that way prior, but if you watch,
and I'm sure you have, press interaction
between politicians in the 40s and 50s and 60s,
it's remarkable for its candor and its clarity.
Like the layers of consultants and strategy and polling and all that have created a game of clue
where if you felt like if what they were doing really was on the up and up, they wouldn't need this much obfuscation. I also think part of that is how politics has changed from being hyperlocal to being such
a nationalized thing in terms of everything they do
is aired on television, broadcast on social media,
tweeted about, every little thing.
And so I do think that in part changes the behavior.
I mean, I think this is something
that has happened for decades.
I mean, if you've studied the presidencies
and you're a student of history from Nixon
on down just looking, you know, in modern history at how presidents have used the office
and how important journalism has been, you know, this bill that just passed the House
that is now on the hands of the Senate.
We were covering this last night on the show, which is several people who voted for it are
now Republicans are coming out and saying, well, if I had known this was in there, I
wouldn't have voted yes.
And yes, it is a long bill, it's 1,100 pages,
but your job as a lawmaker is to read this stuff
and then to vote yes or vote no.
You kind of are weighing the pros and cons of the bill,
you're not gonna like it all.
But when you say, well, I didn't read this,
and if I had seen that was in there,
I wouldn't have voted for it.
That's really stunning to me.
For those of you listening at home, Marjorie Taylor Greene, I believe, is that let's use
her as the avatar for this.
Her constituency complained that there's a provision in there that makes it impossible
for states to pass any legislation that regulates AI for 10 years. And she was let known of that online and immediately went, oh my God, if I had known that, I never
would have voted for this.
Yeah.
And then Elon Musk comes out against it and two other Republicans were saying, well, you
know, every time we say we're going to reduce spending and reduce the deficit, we never
do.
But that person voted yes on the bill.
That adds to the deficit based on these estimates.
And so, you know, I think that's why people feel
so disillusioned with politics.
Like when you just talk to regular people out in the country,
I have just a lot of conversations with people
just by the nature of my job, either at campaign events
or even just like on flights and going around.
And I think people, you know, and I'm from the South
and I come from a town and an area
where a lot of people did vote for Donald Trump, not once but twice. And it's not all-
Three times, probably.
But we, yeah, we talk to people who say, you know, don't understand Trump voters or the fervent
people who show up at his rallies. And those are different, you know, they have, they want to wait
in line and hours and whatnot.
But there's also people who voted for him also because they were disillusioned with
the choices.
They didn't like either candidate and they didn't feel that either person was really
going to do what they wanted.
And you know, I think that is often what you hear from people who don't like what's happening
in Washington, which is why congressional approval rating is so low and that are just completely disillusioned with what's happening. And part of because
the things you're saying right there in terms of the personal enrichment that we're seeing
or congressional stock trading that is happening on both sides of the aisle, that drives people nuts.
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That's R-A-K-U-T-E-N, rakuten.ca.
It's r-a-k-u-t-e-n, Rakuten.ca. Look, anytime you have a Chaos Agent come in and say, I'm bringing change, but the change
he's bringing has very little bearing to the things that they had been critical of.
And I think that's where the thing that affects me is it's become such a game and such theater
and so blatantly so.
And it's not even like, it's like off, off Broadway, local,
you know, we're gonna put on the music man.
And he really is the music man.
Like I'm gonna come in here
and I'm gonna get everybody instruments.
And you know, it's the Simpsons episode of the monorail.
But they seem impervious to anything,
to anything that would get in between the bond,
between them.
And like this bill, again, like they all,
I have a problem with this, I have a problem with this.
They're all gonna fucking vote for it.
They all talk about Donald Trump's got a real
tight rope to walk.
No, he doesn't.
Rand Paul won't vote for it.
Maybe they'll get one other guy
or maybe they'll play it out like,
oh, they'll look around the Senate and go,
who might suffer the consequences
of voting yes on the budget bill?
Okay, let them vote no.
And we'll just, we'll organize it as a tie
and JD Vance can come in and break the tie.
They did the same thing in the house.
Yeah.
Oh, he's never gonna get a pass.
It just feels like the whole thing
is a game in service of an individual.
I think the Senate confirmations also basically were,
they told you what's gonna happen.
I do think you make a good point there.
I think that it's very hard for Republicans to turn down the president's signature legislation
We'll see how this plays out
Maybe gets delayed or even when you look at Cassidy with with RFK jr
Right Cassidy's like as a doctor I cannot sign off on this and then an hour later is like well
I mean I could sign off on it. I just meant and we talked to people also with Pete Hegseth at the Pentagon
I was there for his confirmation hearing and right, you know I mean, I could sign off on it. I just meant. And we talked to people also with Pete Hegseth at the Pentagon.
I was there for his confirmation hearing.
And this is one of those situations
to what you're pointing to,
what people were saying publicly in those hearings
and what they were saying privately
and the concerns that they had.
There wasn't a lot of tough questioning
by the nominees, by Republicans.
Democrats obviously grilled them.
They knew that was coming.
They wanted to make sure they could survive that essentially. And obviously grilled them. They knew that was coming. They wanted
to make sure they could survive that essentially. And obviously, I think this goes, this is
something that happens on both sides when Republicans grill Democratic nominees. I think
anyone who is getting elevated to a job like that, a taxpayer-funded job where you make
huge decisions that affect people, should be grilled by both sides of the aisle. And
then if they pass that and people feel good about it, then you can vote for them.
But that's just not the world we live in, obviously.
And I think when all of Trump's nominees
got confirmed, essentially, it was a sign
that the Republicans are going to rubber stamp, essentially,
whatever he would like to see happen.
And the tariffs have only been further proof of that.
I was talking to Pat Toomey, the former senator of Pennsylvania,
big fiscal hawk.
And I said, do you think that Congress
should be doing more
in the tariffs that they, I mean, this is technically
their job as delegated by the constitution.
And he said, yes, that he was surprised that Congress
hasn't played more of a role in that.
And yeah, so I mean, it's just, you're seeing that play out.
So I agree with you that I don't think that there's gonna be
some, that they're not gonna die on the Hill
of this signature domestic policy bill.
Or really any hill. I don't, I don't know that there's a hill that they can because
I think they believe, you know, it's such an interesting thing because what came first,
most of these people, look, JD Vance was not the JD Vance that we see now. You know, they
all were like, this guy's Hitler. And now they're like, he's the greatest. I'm going to put him, every morning, I cut out a toast
in his visage, and I toast him and butter him and eat him.
I think that was quite the picture you just painted there.
Thank you so much.
And I think it is what happens.
But at first, they do it because it's politically expedient.
But then I think they become it.
And I wonder how hard it's going to be to unwind it when they no longer have the power of Trump's
mass and gravity holding that holding that together because I don't know that there's a
holding that together because I don't know that there's a
consistent principle underlying any of it
That I can point to it seems
Awfully disjointed. Yeah, and it is singular to Trump I mean he has has a special political pool that that right
It's hard to see any other politician who has been able to do what he does and you see people in his orbit who try
To emulate it and they often do not get away with it in the way
that he does.
I mean, people around him will acknowledge this and whatnot.
And I think the other part of it is
like intellectual consistency, like the TikTok bill.
It was a bipartisan bill.
Sure.
All of these Republicans and Democrats passed it.
And then now that they want to continue
the extension of basically the grace period for it,
there's only really one Republican that has been coming out on this. It's Tom Cotton, who has said, you know, that they want to continue the extension of basically the grace period for it.
There's only really one Republican that has been coming out on this.
It's Tom Cotton who has said, you know, this is not what we voted for and not what we all
passed as a congressional body that was signed into law by the president.
Right.
And it was because one of the owners of TikTok, I guess, became a huge campaign contributor.
Yeah.
And it's a huge...
I mean, they had one of the most successful lobbying campaigns, which is saying a lot in Washington.
And so, yeah, I think you see things like that happen.
I think the question as reporters is how do we make sure that that is something we always
question people on or that we always bring up?
You know, one thing that we try to do if we have had someone on who was an election denier
or didn't vote to certify the results, if they're coming on the show for the first time,
it doesn't matter if it's in the news cycle,
we'll still bring it up and ask them about it.
Because I think that you can't just move on from things
and then never, you know, because enough time has passed,
you don't ever bring it up again or talk about it.
When I think you're at your best,
and I think you're at your best a lot,
it's when I see you litigating the boundaries
of our shared reality and doing it with, I'm not saying ideologically,
I mean sort of dispassionately, but that's when I feel like do you see your job in some regard as
that, kind of a litigator for what the boundaries of our reality are authentically? Yeah, I think
in the moment of, you know,
you can be on a different side politically of an issue
or have a different view than Elizabeth Warren does
of, you know, Mark Wainmullen, a Republican senator
that we have on, they have two wildly different views.
They're allowed to have those views.
They're Democrats, they're Republicans.
People voted for them.
But I think when you start saying things
that just aren't true or don't align with, you know,
what's real, that's where, instead of just saying, well, that's their opinion, there's things that just aren't true or don't align with what's real, that's where instead
of just saying, well, that's their opinion, there's things that are not opinions.
There are things that can be tested and disputed and are just not true.
And I think that you have to, we always try to bring the interviews back to that in terms
of it's not an opinion about the election being stolen.
The election wasn't stolen.
And so you can keep saying that, but we're gonna say,
well, that's just not true.
I mean, that's not a brave stance, I don't think.
That's just reality.
Right, but litigating that reality, when you say like,
yes, but it's unusual because unfortunately,
they swim in that tank of obfuscation
that makes doing that very difficult.
And I imagine for you, it's just a constant challenge.
And then when you combine that with, I mean, the Elon Trump marriage made it infinitely
more difficult, I think, for people that are trying to do what you're doing, which is you've
got the richest man in the world who controls maybe the most powerful media platform in the world,
aligning himself as a force amplifier
for the most powerful man in the world, the president.
And those two things together, I think,
were kind of unstoppable.
I think they were wildly anti-American
and anti-constitutional, but unstoppable.
And now obviously there's whatever pretend fight they're having, but-
You don't think it's real?
No, I think it's-
This reminds me of there was like an electric vehicle summit when Biden was in office that
Elon Musk did not get invited to, I think because they were not unionized, if I remember correctly.
That's what he was pissed off. Yeah, he was pissed off about that.
And you think if he was just invited to that,
things could be so different, the political realities.
Maybe not.
Maybe he still would have come over and wanted to vote
for Trump and support him.
But I do think of things like that in terms
of how the power balance.
When you're looking at the inauguration and all
the CEOs that are there sitting in Trump's background,
it's fascinating to me.
The Elon Musk thing I think is interesting.
I do agree that he's not criticizing Trump directly.
Trump has not said anything based on what I've seen lately.
But someone who knows both of them described it to me
as kind of mutually assured self-destruction
with the two of them.
And that is why they'd never truly split
or have some huge falling out that people predicted
because Trump is the most powerful man in the world,
Elon Musk is the richest man in the world and they both kind of need each
other and do like each other, I think, from what I've heard from a lot of people.
And mutually benefit. It's an alliance of benefit and you can see that. I mean, we're
going to build a golden dome and gee, I wonder whose tech company is gonna be at the forefront of that.
Do you wonder, and this is, and I'm gonna have to let you,
because I know you got a shit ton to do
because you got eight jobs and you're gonna have to do them
all in a day, but it brings us to that confluence of
I've not seen these titans of industry and media
and all these other things align themselves
with such passive fealty.
I mean, I'm looking at it, I work for Paramount,
CBS Paramount, they're gonna pay Donald Trump
$20 million, $25 million, $50 million for nothing,
for an interview that they edited
that Trump says he didn't like and
They'll pay him that and they'll probably apologize Mark Zuckerberg had to give him 25 million dollars
Elon had to give him 10 million dollars
Is there a worry that you have?
with
Where you are that that's also going to be because nobody wants that smoke none of these companies
Look what he's trying to do to Harvard he will that's also going to be because nobody wants that smoke. None of these companies. Look
what he's trying to do to Harvard. He will bully and intimidate all the people that he
knows he can while showing his real, you know, lack of ability to manipulate Xi of China
or Putin of Russia. So he's just going to he's going to crush the people that allow
him to crush them. I think when you look at that and the dynamic of what's playing out, the best thing I can
do every day is just report on it and I think be as clear as possible about what's happening
and not try to kind of sugarcoat it or give deference to it. I think it's just say what's
happening and observe the reality and make sure that people understand what is happening every single day. And we do try to do that every
single night on the show or every day in the press briefings or when we have moments where
we're questioning him on that very front in terms of with Harvard. I asked a Republican,
what would you think if a Democrat was doing this to Liberty University? I don't think it would be the same response that we're saying play out. Of course not. And and you know
the point of that is that everyone says it's a slippery slope and it's this and it's that but I
Just think in terms of calling it out is probably the best thing that we can do every single day
Right and continue to do it and you're doing it very well with great efficiency.
Has the conversation amongst reporters changed?
As you guys talk amongst yourselves collegially,
what are their concerns?
What are the concerns that are expressed
amongst that constituency?
Do they fear that loss of editorial control?
You know, the Washington Post went from democracy dies in darkness to,
you can't run that cartoon?
Get that, what are you guys doing?
And I think as reporters, it's really important when you are in those tough moments
and we're the people who are coming face to face and dealing with the White House every single day
and covering it from the campus to have
the backing of your organization and to have your editors and everyone back you up in your
editorial decisions.
You're being smart, you're being fair to the White House, you're including their comments,
you're reaching out to them and getting the best version of the story that you're reporting.
As long as you're doing all of that and doing your job right, I think you should have the backing of your organization.
And I think for reporters to be able to operate with confidence and going in there and not
being afraid to ask tough questions or to report a story that is not going to be popular
inside the West Wing, you need to have that because that is crucial to doing your job
on a daily basis.
You can't be worried that it's going to face backlash.
If it's true and it's accurate and you know it's right, then you should feel free reporting it
and feel free to ask questions that are tough or uncomfortable or not
everyone's gonna like them because that is our job. That is what we should be
doing every single day and I think that is something that a lot of the press
corps has at the top of their mind. For anyone who's president, it's not just for
Trump that you should be a good White House reporter.
Anyone who is the most powerful person in the land.
He tests it more because of the manner in which he governs
and the strategy of it, but it's absolutely correct.
And I think the takeaway here is that the news
shouldn't just be producible.
It should be exhaustive in principle.
And I'm really not sure how you do the things you do
and still end up going to Nick
games. It just doesn't make sense to me that it must be that you don't sleep or maybe that's just
what young people are now. They have energy and they do all this shit and still get to go to games.
But I have very much appreciated watching you for all these years and seeing just how good you're
getting at it and all those things. And so well done.
And I hope you'll come back and talk to us again soon
in all your free time.
Yeah, so much free time.
If you need a third producer, let me know.
But thank you and great to talk to you.
Nice talking to you.
Caitlin Collins, CNN, The Source, Watcher.
For God's sakes, you people.
Thank you.
Here's what I love the most about it. Thank you.
Here's what I love the most about. So she takes the time.
She's talking to us and what happens at the very end?
She looks down and goes, oh shit.
Trump just got off the phone with Putin.
I got to go.
It's like, you know, I'm just like, so what's it like in the room?
Are the people mean?
Do they like you?
And she's like, oh, real work.
I was just going to say, I know that she's really busy,
but I also know that she's a Bravo fan.
And if she could just find the time,
I'd love to see her host a reunion
because somebody needs to hold these women to account.
And Andy Cohen is not doing it.
So.
What?
Oh yeah, she's a big Bravo fan.
And I thought during that, I was like,
you know what she'd be great at?
How?
How does she have, I mean, when you have a job
as a White House correspondent
and then you have your own nightly show,
how many housewives can you possibly keep up with?
I want like a day in my life from Caitlin.
Cause I'm like, we have the same amount of hours in the day
and like, how are you doing at all?
So well.
Yeah. Especially since, I mean, we spoke yesterday, John, amount of hours in a day and like how are you doing it all so well yeah especially since i mean we
spoke yesterday john and since then until now i have like an endless list of news that's happened
and then she comes on you know she has work bookending this podcast and she's cool as a
cucumber and synthesizer but i think that's the key to how well she does is that she really doesn't take, you know, they are in a crucible and part of the Trump team strategy is to,
you know,
it's a PsyOP in a lot of ways.
I think they're trying to manipulate the emotions and the people and by taking
it,
you become less capable at doing the thing that you're down there in Washington
to do.
And she does not take that bait.
And I think in some respects,
what matches her to the moment is,
she has a relentlessness and a tenacity
that matches what they're throwing at her.
And to her credit, she stays with it
without ending up looking like me.
Somehow. I love what you said about like continuing
to ask election deniers that come on her show
about if they accept the results of the 2020 election.
Because I think we often hear like the criticism lodged
at the media that they'll move on to the next shiny object.
And it's so important to keep that context
when you're talking to people. And she does, I think she does litigate clearly
in a way that doesn't seem designed to self aggrandize.
And one of the difficulties of that litigation strategy
is if it's designed for aggrandizement,
it becomes less effective.
No, she's really been crafting what she does
and you can tell. And I think that her dedication to that high level less effective. No, she's really been crafting what she does,
and you can tell.
And I think that her dedication to that higher purpose
was kind of revealed to me as a former reporter
when competition didn't even come to mind
when she was talking about why someone wouldn't follow up
for another journalist, you know?
Because that is, they're all trying to get eyes
for themselves and for their network.
And it's important to highlight it.
Listen, I shit on the news a lot and I think for the most part, for good reason and all those organizations.
And I do think it's important sometimes to go, but that thing that's there, yeah, do more of that.
Let's get more of that.
Because I think that that can turn the tide for, you know, the press has been getting their asses kicked, but she was
Fantastic. Brittany, season two. What do we guys any what do they want to know on season two? What's our first listener query?
Can I get a drum roll, please?
Oh, hold on.
We're not supposed to hit the table.
I'm happy to. Hold on.
I thought those were forbidden.
Wait, hold on.
Nice.
What do we got?
John, how do you stay so informed?
What is your news consumption routine?
Break it down for us.
So that's so nice of them to say
because I feel utterly adrift almost all the time
in terms of synthesizing material,
because you have the material that you need to kind of
absorb and synthesize to do these two jobs,
the one hosting the Daily Show and then this thing.
So I feel very narrowly informed for that,
but it's still sort of ephemeral because you do it,
and then you have to let it go,
or you get a good author and you read the book,
and then you have to let it go or you get a good author and you read the book and then you have to let it go. So I, I constantly feel under informed
in general. But, uh, but, but if I'm, if they're, what I think they're asking is like, what's,
what news sources do you, I happen to like Bloomberg radio. I leave it on all the time. I mix it in with a little bit of, you know, NPR, check in on the 24 hours just to see
like what I don't like.
But I like a clarity of information and they provide that in a way that strikes me as
illuminating without, you know, the toxicity that you see in that it's, it doesn't feel designed to outrage or, or misdirect you.
So I'd go with that, but Jesus, I wish I, I wish I had a better answer, but I always feel woefully under informed.
It's so crazy to hear you say that.
Right. The more you know, the more you know you don't know.
That's right.
Because you want to know it all.
I think I get mad
at how much is out there that I don't know.
Like it bothers me.
Pretty impressive how much you do know.
What else they got?
How is history going to look back on Elon's 100 plus days
in government?
Oh, I think everybody thinks it's over.
I think people are talking about it like, it's over.
It's not over.
That was the first, that was an official explicit confluence
of the richest man in the world and the most powerful man
in the world sitting next to each other,
seeing how they're going to divvy up the spoils
and how it's gonna go down.
But it is still unofficially, implicitly,
they are still together collaborating
on despoiling whatever it is.
And he will still use his media might and influence
to shape things and Trump will still shower him with
the spoils that go to those that are in favor of the king. And this story, we're not even
there yet. Here's how history will look back. Oh, yeah, I remember the beginning of the
story. I don't know what this story is going to be, but this is just the beginning, just
the beginning.
It's hard to imagine him sort of like seeding the power that he's had and just going back to being like a CEO that like tweets about video games.
There's there's no way. Now they may make theater of it.
But the idea that like he's now going to spend his life perfecting the why model like fuck that.
He's already tasted being a creator and destroyer of worlds.
Once you feel the ring, you don't give it back.
Now he believes himself to be searching
for the infinity stones and that pursuit won't end
for any of these fucking guys.
Yeah, I think that was my thought was,
I hope we don't look back and we're like,
oh, quaint because it only gets worse.
Right.
Well, that was like what so we had on Carol, uh, cat waller who, you know, broke the Cambridge
analytical story in terms of how they were using people's Facebook data to target them
for all these things.
And I, you know, and I said to her now, this was, I think 2018, I said, now how do you
look back on that?
She's like the good old days.
She looks, she looks back on it like, oh yeah.
That was when they first discovered the code
that they were gonna use to control the world.
When it was only mildly terrifying.
There you go.
All right, how did they get in touch with us, Brittany?
Twitter, we're a weekly show pod,
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we're a weekly show podcast.
And you can like, subscribe and comment
on our YouTube channel, The Weekly Show with Jon Stewart.
Yeah, man.
And we are back, baby.
I did it.
I jumped out.
I pulled back.
I did the thing.
I shouldn't have done that.
I've been really trying not to do that.
But fantastic.
And as always, it's so good to see you all.
Fantastic job.
As always, we couldn't do it without our fabulous staff and crew,
lead producer Lauren Walker, producer Brittany Mamedovic, video editor and
engineer Rob Vitola, audio editor and engineer Nicole Boyce, researcher and
associate producer Gillian Spear, and our executive producers Chris McShane, Katie
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See you next week. The weekly show with Jon Stewart is a Comedy Central podcast is produced by Paramount Audio
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