One of the most hilarious surprise endings I've ever seen

The single greatest acting moment in Matt Damon's career.

One of the greatest Entourage cameos

Lmaooo... My favorite part is when his crying, then after he calms down he calls back like "hey Vince...

it has not come, it HAS NOT come, vince!

Matt Damon is amazing! I love that he's willing to do stuff like this. He's a fantastic actor who doesn't take himself too seriously. I love him. The episode of Entourage that he appeared in is by far my favorite episode of the series.

0:50 “SEND ME THE CHECK!!” Kills me every time

Seriously that academy award line gets me every time. What an absolute legend.

Best cameo EVER. Damon is a great actor and this goofy clip just proves his range. I couldn't stop laughing... I CAN'T BELIEVE I HAVE AN OSCAR AND I'M CALLING YOU!!!

probably his best acting performance

Mat Damon is now my favorite actor

Matt Damon has always been one of my favorite actors, and he’s now even more awesome in this

The grit in his voice at "SO GIMME THE FUCKIN' CHECK VINCE!" That shit was convincing as hell.

i think best scene all of episodes

0:51-0:56 he's having another Good Will Hunting moment....GIVE MATT ANOTHER ACADEMY AWARD FOR THAT 5 SECONDS

lmao i love how Matt was trying to strongarm vince into donating throughout the episode

Donkey in the background playing it cool to not piss off Matt Damon further :D

When I saw this episode, it was the greatest little nugget. One of the greatest things to come out of Entourage.

I can't stop laughing my ass off when he cries at the end.

Every now and then this scene comes to my mind and i just gotta watch it lol Love this 😂😂😂

This is Matt Damon's best performance ever ... period ! This is hilarious even after about the tenth time seeing it ..... I'm waiting for a check to come right now and am seriously thinking about making a call!!

This is proof of just how great an actor Matt Damon is.

SEND ME THE CHECK!

This is one of the funniest things ever. I love how he even spoofs the Team America way of saying his name.

Funniest scene in Entourage ever ! He's got damn funny when he cry lmao !

Damon crying always makes me lose it lol !

I love actors that do a great "comedic" cry.

best scene ever

Damon is truly my favorite actor. Incredibly acting talent and yet he seems to take joy at poking fun of himself. Every interview and cameo I see he's just having a laugh. I know I don't know him at all but from what I see, he seems like he'd be a chill dude to have a beer with. He just seems so regular.

The whole scene is just hilarious... I don't know what's the funniest maybe the academy award part or the fact that Vincent Chase stinks as an actor lol!!!

'I can't even believe you have money to GIVE to a foundation!' My sentiments exactly.

i already love matt damon and think that he's a great actor. but this pushes my love to new levels.

I could literally watch this forever is the most hillarious thing I've ever seen

I cant believe i have an academy award and im calling you back!

All the clips with him in Entourage were so good.

Vince, this is Matt, Damon - LOL

That was absolutely hilarious! Especially when he started crying, lol. Great stuff

I can't even believe you have money to give to a foundation LMFAO!!!!

I have seen the show about 8 times and today was the first time i ever saw this...

"Disturbing" is the funniest description for this lol

I haven't seen this episode but I'm laughing my butt off anyway. Matt Damon is the man. Friggin hilarious.

hahaha, matt damon rocks!!! I love it how all famous actors get to play themselves, or characterizations of themselves when they guest spot on Entourage

I knew you were my favorite actor for a reason, Matt. :) Fantastic performance.

one of the best scenes... too funny!, gotta love matt damon, hopefully he's back next year for another show

OH MY GOD Matt Damon ROCKS! The crying made me laugh so hard I almost peed in my pants. No people, this is NOT real. He is just that freakin' good. hahahaha

love matt damon! and that donkey in the background is a great actor too!

This and his eurotrip cameo is why Matt Damon is the goat

Who were the crazies that hit the dislike button? Matt Damon is amazing!

Still gets me.

Not only is he a great actor but also a genius. Good Will Hunting has so much brilliant dialog; it's hard to believe that he and Ben wrote that before they were 30. It is so perceptive and deep. One of my favorite movies of all time.

that was soo awesome I could watch it a 1000 times !!!!

i cant' believe how fucking good of an actor he is, fucking give the dude an oscar right now

"really disturbing phone call" AMAZING matt damon is a GOD

This is incredible.

Can't believe this was 15 years ago. Good lord.

hahaha aww, so cute! -3 his "crying" shows how great of an actor he is! i love Matt Damon! :)

best clip of anything ever

"I can't believe that I have an Academy Award and I'M calling YOU back!!! Again and again and again you CO#$SUCKER!!!!! SEND THE CHECK!!!!!!!!!" ROFTL!!!!!

Best cameo EVER.

Lololololololololololololololololololololololololololololololololololololololololololololololololololol! Once again

That part was hilarious!! Damon is so talented..great ending fro a great season.

when matt began to cry, i fell in love lmao. HILARIOUS!

Most hilarious pat is when he just start crying.

GREAT acting. Terrific, no doubt.

The king of cameos

Great scene in a great episode! Cant wait for Season 7!

This is like the 8th I watch this and i still laugh when i see him cry!

Matt Damon POWER!! he is the world best actor in the world!!! :D

i knew this was up on youtuve. this was the best thing ive ever seen LOL fantastic

I freaking love Matt Damon!

The crying kills me! xD

This always cracks me up

Such a great actor. Love him.

“IT HAS NOT COME, VINCE”

Matt Damon is my hero!!

I'm a fundraiser for Haiti, too, and I felt like crying along with him! LOLLL

LOL that was awesome!

just unbeleivable Matt!

This is tooooooo funny. Love Entourage and Matt Damon :D

“Where’s the check” would become a saying in my family’s household for a while after this came out 😂

What a great actor. So SO Funny i laughed so hard i almost fell out of my chair

Can't remember, but he should've been nominated for best guest role or something. That crying bit caught me off guard. I mean this is "Bourne." LOL.

The only time we see mark wahlberg freak out in his own tv series

When he started crying I lost it💀💀💀

What's funnier than Matt Damon is the donkey in the background eyeballing him like "what in the fuck is your malfunction?"

I love Matt!! :D This is halarious!

hey, the people in the background just going about their business are pretty funny to

Conan O'Brien : So, you went to HARVARD?

best entourage clip ever!!! MATT DAMON...

LOL I didn't know the guy he's "yelling" at doesn't exist. I like this video. lol

BAHAHA, when he started crying I busted out laughing!!!

this is so funny, because matt damon is really like this. Entourage, one of the best shows ever

hahaha i cant believe i missed this after the season 6 final, damon is hilarious in that episode. MATT DAMON

LOL love when he makes it personal from 0:22 on

I can see Matt's inner Bourne when he losing his cool in this scene. Funny scene.

i laughted so hard the first time i saw this

I love it!

hahahahaha that almost makese want to watch that show.

The crying is just the best!

thanks man, much appreciated