- I'm Jordan Klepper.
- Yeah, I'm Roy Wood Jr.
- We're gonna look at a classic piece we did in Charleston.
It's not only a fingers,
the pulse piece - Mm-hmm.
- but I decided to invite Roy
to do some fingering of his own.
- That's don't, don't say it like that.
Say you invited me to talk to black people with you.
- That feels more awkward, actually.
- This is constructive-ish criticism.
- You gotta work on a name.
- That's the name.
(peppy music)
- South Carolina is the first place black Democratic
voters will really be heard in this primary.
So I hitched a ride to the historic city of Charleston.
Here I noticed something.
- The piece was about how all
of the Democrats were using Obama in their ads.
So the joke was,
if you stand next to a cool black person
does it make you cooler as a white person?
- So it seems like a lot of white folks think standing next
to a cool black person gives them legitimacy.
But is it effective?
Let's ask my good friend Roy Wood Jr.
- I know why you brought me here.
- Because we're in your hometown, South Carolina.
- I'm from Alabama.
- We'll fact check that.
So you spent time on "Fletch" with Jon Hamm
and you've spent time in Charleston with me.
What are the similarities?
- Both your names start with a J.
- Okay.
Peripheral but fine.
- Look, baby, don't get jealous
cause I hang out with other white men,
you're still my number one.
- Appreciate that thank you.
Thank you.
- Black people don't care about white people in ads
with Obama.
- I don't know cause everybody running an ad
with Obama in it right now, I'm just sayin -
- That's what I'm saying, on behalf of black people
this is what black people want to see.
They wanna see how close to -
- How do you know What black people -
- I spend a lot of time around black people.
- You hang with me.
- But he's at a table with three black people right now.
You gotta give the brother credit.
- Thank you very much.
But even Roy recognizes the power of proximity.
- This is a picture of me with Barack Obama.
I was in the same room with Obama, it really happened.
That's a real photograph.
- That's pretty cool. - Look at me.
- I'm still jealous of these things.
Why don't I get invited to any of these cool things?
- I don't know.
We got talking to the people in Charleston
like it was really cool.
Like, I don't know.
Also, in a way it was cool just to watch you work.
Just see you do your thing.
- What are the top seven things you noticed I do well?
- I mean you don't do seven things well.
I could tell you seven nice things about Jon Hamm.
I could definitely tell you seven things he does well.
- No.
All right, South Carolina voters are not easily duped
by the slick political advertising strategy
of my one black friend.
But who was breaking through?
- Definitely Tom Steyer.
In talking about equality, we talk -
Wait, what'd you say, what'd you said his name was?
- Tom.
- What's his name? - Steyer.
- Tom Steyer? - Yeah.
- I knew we had to stop interviewing people in line
because there was a fucking guy in a foil hat
following us around.
- I blocked it out. - Following you.
- I blocked it out, cause I think it just happens to me
more often than you think.
- There's a lot of people that are alone
in basements who are fans of yours -
(Jordan laughs) and they come out.
- Yeah.
- When they see you, they go, oh Klepper's here
let me put on my good Spider-Man t-shirt.
- I do not think the man with the tinfoil hat
chasing me around would consider himself a fan of my work.
You know -
- What you call your fans?
You got a, K Hive? - K Hive.
The Kleptomaniacs, I think.
- Wait, I think Klepper's Kleptoklan, I think that's the -
- Kleptokla- I'd like to get klan out of it.
Yeah, it's a klan and there's three K's,
it really, it doesn't help anybody.
You think a bunch of white people
would join something called the KKK?
- Hit play.
- Wow.
- [Roy] Now this church was far as fuck.
- (laughs) It was a long drive.
- Tom Steyer booked a church damn near
at the North Carolina border.
You're a billionaire. (Jordan laughs)
You can't book the good church, bitch.
- It was a packed church though.
This is before COVID hit, early 2020.
The good old days.
We're just talking to people, point blank range, no masks.
Look at the lack of masks in that room.
- This Steyer interaction.
Can we pause it real quick?
We thought we could get a moment with Steyer,
so we were prepped for it, do you remember?
- We know this election could go a lot of different ways
and in case it doesn't go the way you want it to go,
(Steyer laughing)
can I get an advance on my reparations?
(Steyer laughing)
I'm not, I'm not laughing.
- You hate to see it.
That is, that is violent.
It's a violent action.
Oh, you, oh, oh.
- Oh, eh, tried to come in for the hug too, it's -
(Roy laughs and trails off)
- Oh is there a hug there?
- Watch it, watch it.
- So it's like, he's like, - He's stay - (trails off)
It's the heavy clap cause he doesn't wanna respond.
- Oh, oh, oh, hug me..
- Oh no! - Oh, nothing.
- He gives you a high five, (Roy laughing)
a hug and then he's looking for a fist echo.
- Tom, Tom, I'm sorry Tom.
Tom Steyer I'm sorry.
I'm sorry.
I know you're watching this on your yacht right now man,
I'm sorry.
- These are great.
It's fun running back through some
of these old pieces with you.
- Yeah man, this was good.
- Yeah. - This was good man.
- We make a pretty good team.
- Yeah.
Come on.
You gonna Steyer me, just like that?
- You got some reparations for me?
- (smacks hand) Unbelievable.
- That's what I thought.