but luckily, we have two correspondents

who are experts at navigating it-- Roy Wood Jr.

and Jordan Klepper, everybody!

(cheers and applause)

Yup. Thanks, Trevor.

Look, folks, it's true.

Jokes involving race can be tricky.

But if you work together, listen

and keep an open mind, it can really pay off.

That's why Jordan and I work so well together on camera,

because our friendship exists off camera.

In fact, just a couple weeks ago,

we were doing a stand-up gig at this college.

Yeah. First time this guy's even been to college.

-(Klepper chuckles) -That's not... true.

-(laughter) -Okay. Uh, I see.

Look, Jordan is playing with the idea

of the undereducated black man,

and it's okay, because we're friends.

He's using stereotypes to create satire.

It's a powerful weapon.

Almost as powerful as Roy's unregistered handgun.

-I don't have a gun. I... -(laughter)

But I see what you're doing, and it's okay.

When Jordan confronts me, it forces me to keep an open mind.

And when Roy confronts me,

it force me to keep an open cash register.

(chuckles) Take it all!

Go home and feed your 19 kids!

-(Klepper chuckling) -What's your problem?!

I'm only saying this because we're friends.

The point is, as we saw with de Blasio and Clinton,

these types of jokes could be misunderstood

if you're not aware of your audience.

So save the CPT jokes for when you're among friends.

Context is everything.

And making generalizations about an entire race

can sound like you're saying all black people are the same,

unless you have trust.

Like Roy, remember when we were down in Austin?

-I've never been to Austin. -We were playing pool together.

I hate pool. You're thinking of another black guy.

-(laughter) -Such a great night.

We were talking about when we were in high school together.

-We met six months ago. -Remember? -(laughter)

We were on the basketball team together,

-and you played all the positions. -NOAH: Jordan?

Jordan, do you think all black people are the same?

(laughing): Oh, no, no.

No, no. Okay, I see what you're doing right there.

All right? I see what you're doing.

You're trying to flip this

to make me look like a racist, right?

Roy was the man in high school.

I mean, you were the science teacher,

uh, you were the hall monitor, you were the bus driver,

you were a couple of the kids.

You and my dad would have cigars and talk about Vietnam together.

We're not friends anymore.

Wow. Okay.

Well, that's a little heartbreaking.

I can't believe I'm losing my best friend

and my favorite Uber driver.

(laughter and groaning)

By the way, you are doing a great job hosting this show.

-(laughter) -Jordan, I don't think you're racist.

-I think you have a brain tumor. -(laughter)