Jeff Ross Roasts Kimmel Staffers

Jeff Ross has a gift - and that gift is making fun of people. He’s devoted his life to this, so we challenged Jeff to go around our office to roast unsuspecting staff members while they were at their desks.
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About Jimmy Kimmel Live:
Jimmy Kimmel serves as host and executive producer of Emmy-winning "Jimmy Kimmel Live," ABC's late-night talk show.
"Jimmy Kimmel Live" is well known for its huge viral video successes with 2.5 billion views on KZbin alone. Some of Kimmel's most popular comedy bits include - Mean Tweets, Lie Witness News, Jimmy's Twerk Fail Prank, Unnecessary Censorship, KZbin Challenge, The Baby Bachelor, Movie: The Movie, Handsome Men's Club, Jimmy Kimmel Lie Detective and music videos like "I (Wanna) Channing All Over Your Tatum" and a Blurred Lines parody with Robin Thicke, Pharrell, Jimmy and his security guard Guillermo.
Now in its thirteenth season, Kimmel's guests have included: Johnny Depp, Meryl Streep, Tom Cruise, Halle Berry, Harrison Ford, Jennifer Aniston, Will Ferrell, Katy Perry, Tom Hanks, Scarlett Johansson, Channing Tatum, George Clooney, Larry David, Charlize Theron, Mark Wahlberg, Kobe Bryant, Steve Carell, Hugh Jackman, Kristen Wiig, Jeff Bridges, Jennifer Garner, Ryan Gosling, Bryan Cranston, Jamie Foxx, Amy Poehler, Ben Affleck, Robert Downey Jr., Jake Gyllenhaal, Oprah, and unfortunately Matt Damon.
Jeff Ross Roasts Kimmel Staffers
• Jeff Ross Roasts Kimme...

[@PrUnEJuIcEtHeThIrD]

"Is this the window you jump out of when ratings come in?" Lol typical Jeff Ross savage

[@805fillmore]

My favorite line

[@Von.NorthEnd]

@@805fillmore oh look...tonight monolog 😂

[@Darkest_Soul_187]

''Looks like Trump built the wall just around you'' , ''Did you get dishonorable discharge from salvation army?'' LOL

[@Pickwow]

Tupacs cousin chicken pac 😂😂😂😂 had me dying

[@lockbert99]

Really. Look like it was originally designed as a closet.

[@BenDover_Jr]

For a Mexican that was just a parking lot security guard, that is a nice office. I'd take a bathroom as an office if I were making the cash he is.

[@joshuabangs88]

they were my favorites too

[@joshuabangs88]

they were my favorites too

[@MrAtaguas]

"Amy Wineshouse if she went to rehab..." lol spot on!

[@kornmaze]

More like she should have been casted for "Jersey Shore".

[@tjtaylor5273]

"UR LIKE AMY WINEHOUSE IF YOU WENT TO REHAB" lmfaoooooooooooooooo

[@batmanistheman567]

I hate how they blur the middle finger like we don't know what it is

[@Vendrix86]

it's on abc, kinda have to.

[@fcemonster]

Batman Is the man should check out how Indonesian TV censors boobs

[@TitaniumGIJOE]

Its for the people that dont know what it is.. Not for people who know what it is, you pretentious f*ck. (see how I blurred the middle finger there?)

[@tobeyshaw6251]

Batman Is the man 61

[@MichaelJohnson-bi6jp]

PLOT TWIST! It's actually a big ol' cock

[@claudial3875]

"how do you know he's Jewish?" "I looked at him" I almost spit out my drink!

[@dummydummy4991]

I looked down*

[@calhobbes862]

Hope that really wasn't Guillermo's office.

[@JeffM375]

that was uncle franks office but was given to guillermo

[@MACabral3]

it wasn't

[@oscartovar5756]

Office?lol it looked like a closet

[@oscartovar5756]

Greg Gammago I'm sure he can afford any size office he wants here in the US.

[@panchito1993eljc]

agree brother

[@bptnmrphy3991]

"amy winehouse if she went to rehab" was a compliment

[@YashRamisetty]

Wow the size of the office they gave Guillermo is pretty damn disrespectful imo. It's like a janitors closet.

[@michellet8793]

It's not his real office

[@luvyou-baby]

+Michelle T how do you know its not

[@siile1432]

+luvyou baby you are kidding right? It's obvious if you have any common sense, that's it. That's just where he goes to be by himself and relax, there is just no way this is an office.

[@michellet8793]

+luvyou baby Because the office they showed is sarcastically small

[@supersamurai107]

that's not his real office, he shares it with Jimmy. He's Jimmy's co host. Jimmy also have to share it with a few other writers. Jimmy doesn't get his own office lol!

[@edgar211188]

I'd like to see Jeff Ross roasting Jordan Schlansky from Conan, that'd be hilarious lol

[@antoniomontana6061]

Def Yeah - although Jordan tolerates Conan crushing his fake Paisan ass - without flinching- so he could handle Jeff too

[@madisonashleyyy]

"Is this the window you jump out of when the ratings come in" "oh look your monologue" 😂😂😂😂😂😂😂😁😂

[@folarinosibodu]

That was a good one.

[@Candyroxnrulz]

Kimmel's staffers are cool but Conan's are better

[@msh3mmkn]

yes way batter

[@Emma-zv1jr]

For sure! Jordan's the best and Sonia's really funny too! And when Conan busted Jordan arriving late at work, that was the funniest thing lmao

[@user-mp6od3vd7e]

and Conan roasts his own staff

[@bptnmrphy3991]

sona is my woman crush everyday

[@itsjeron164]

#teamcoco

[@Revelian1982]

Jeff Ross is so quick-thinking. He's precious, guys. We're lucky to have him.

[@shravp769]

Guillermo lives in the 'room under the attic' like harry potter

[@chrismhp]

"Steven Seagal if he let himself go." So...Steven Seagal?

[@SunlightGwyn]

The joke is Steven already let himself go so the guy he was roasting REALLY let himself go.

[@Jaxonhawk623]

Jeff how do you know if he is Jewish? I looked at him...

[@michaelkupfer3723]

Nickson Mahida Jeff Ross is Jewish himself so he should know...

[@haraldnordgren8379]

I think it's safe to say he wouldn't have made that joke otherwise

[@anasfallatah4259]

Nickson Mahida actually I saw don rickles done this joke many times

[@oskaralegre5094]

Nickson Mahida i dont get that joke

[@arion9696]

I don’t get it

[@2taggs2]

Poor Guillermo. They have him in a closet. There is literally an air duct 1 foot above his head. I'm not saying give him a huge fancy office - but, come on.

[@comphysync9084]

is his house

[@niates777]

I'm pretty sure it's a joke.....

[@2taggs2]

I don't think it is. If it was, they would have put a little more emphasis on it.

[@faridrottigni]

+Nick Jasper its a joke, a funny racist joke

[@JoeChalk]

Clearly just a joke...

[@syd16packchicken]

The body guard dude in the beginning looked like Kobe Bryant lol

[@gabz_tee_vee2135]

syd16packchicken no, tupac

[@Zion332]

Kobe and Tupac look alike

[@cool1justin928]

syd16packchicken not even close

[@AcharyaNarayan59]

kobe and tupac mixed

[@vanguard4065]

why cause he's black??

[@JBF086]

Wow, thats a quick mind!!!

[@_Salmon]

"We gotta be able to learn how to take a joke in this world people, Being a good sport is essential to roasting, I never roast people unless they volunteer" Best quote in the world about roasting one another.

[@NingoClarke]

it's like Trump build a wall around just u. I'm dead lol hahahaha

[@desjardiniii5795]

Only he’s keeping the Mexicans in. 😅😂🤣

[@zackhalvorsen8344]

"This guy's watching James Corden" lmao

[@JVRGEDGMGMT]

Sal must train in something he got the leg hooked and it looked like he was going for a half! 😂

[@jandreid1056]

Guy's challenged the Undertaker to a pillow fight... he's legit.

[@FaRtBoMb42]

I thought the same thing lmaooo.

[@OhWordFr]

He probably wrestled in high school are something. I've never seen an adult ride legs in a fight

[@christopherhickman2764]

He wrestled in high school.

[@henare101]

IDF Israeli defence force

[@mikedibari7866]

Cousin Sal lowkey wasn't playing around

[@christopherhughes9787]

Seriously, there's always one baby who doesn't get it, has thin skin, and can't take a joke.

[@stillakilla]

No way thats Guillermo's office. You have your most important staffer living like Harry Potter in the Dudley's home. Pinches mamadas.

[@michaelyo874]

he is not most important dafuk, what kind of work you think he does off set? Nothing, he dont write jokes, makes jokes, he just waits for them to tell him what to do.

[@honeydew1]

+Michael Yo he does do remote video stuff them like award ceremonies or that nba media day vid

[@JustinP]

hes not a big asset to the show

[@yudela1]

It was just a joke for the roast. His real office is much bigger.

[@sixstep101]

"Jeff, how do you know he's Jewish?" "I looked at him." LOL

[@oscar_jjuarez5266]

That lady wanted NOTHING to do with it 😂

[@mero40k]

Sal with the elbow, chill bruh.

[@elxluigi]

Lmao bruh foreal.

[@gabrielgarcia4073]

mero40k osr it was a joke

[@dcelo1072]

man took it too far

[@evilbetty99]

That elbow was real folks. Sal went hard

[@maheshhardasani787]

He is crazy stupid man

[@thedondon911911]

Dude at the beginning looks more like Kobe than anything

[@daoy11]

wow you must be proud of that comment, your life must be full of joy after this monstrous comeback

[@marquette0426]

I though the same lol would've been funnier w a kobe reference

[@laila1989ism]

"Is this the window you jump out of when the raitings come in?“ *points at the trash can* "Looking great, tonight’s monologue?"

[@niklasbantdner5063]

"How do you know he's Jewish?" "I looked at him" XDDDDD

[@matthewburnett2286]

Where does Jeff Ross come up with this stuff. I wish I was as clever as him.

[@luisdavila1592]

@Steve May but Jeff ross is the Goat of Roasting, the Rost-master general

[@folarinosibodu]

Jeff walks a fine line excellently here. To roast someone without really insulting them, but picking on their most obvious trait to make fun of, while making them laugh is not easy to do at all.

[@AlanxEurope]

"looks like trumps built a wall just around you". Lost it.

[@mariostsanoulas5556]

0:26 he looks like a sims character, but the player forgot to customise him

[@RYN988]

The man is just spontaneously and naturally funny. His roasts are like no other! always cracks me up!

[@JacquiPenar]

jeff is a legend!

[@misspadalecki101]

"it looks like trump just built the wall around you" OMFG oh sweet guillermo hahahaa HIS FACE LOL

[@Kumingakilla]

was that really Guillermo's office? come on Jimmy you can do better than that

[@iwakuraSanta]

Nope set up Joke ,that is not even his real name ,he is American and a wannabe mexican

[@sctr1235]

hes from Zacatecas, Mexico and his name is Guillermo Rodriguez

[@sctr1235]

i said nothing about his race

[@rockguru14]

Guillermo is Daniel Day Lewis's best character, he just never cracks.

[@iwakuraSanta]

rockguru14 Isnt Guierllmo a character by one of the writers ? the guy that portrays him is called John I think

[@Abeleko]

Cousin sal knows how to wrestle. Arm dragged his way into a shot onto the couch.

[@Alezey574]

"Is this the window you jump out off when the ratings come in" LMAO

[@joniguerrero1057]

Jeff Ross is so good at roasting people on the spot haha

[@RGlennChicago]

The girl didn't even realize the Amy Winehouse joke was basically a compliment. Amy Winehouse was pretty decent looking before she went off the rails on drugs.

[@47imagine]

I think she might have took it as a compliment ... she seemed pleasantly surprised.

[@SquidandCatAdventures]

I didn't realize he was this funny until this segment. Sal brought it out of him.

[@youwatch2muchtv]

Sal?

[@youwatch2muchtv]

Nvm

[@mynameisnotslick]

This was freaking hilarious man I’m in tears after this bit

[@BinkyStaIIs]

1:58 triggered.

[@lopezrudy387]

dam guillermo needs a better office thats fk up lol

[@MrZombiejoe]

How Come We Never Got a ROUST OFF BATTLE Between Jeff Ross, and Don Rickles???!!!

[@LiamRedmondVideo]

Nice to see Jimmy Kimmel Live being funny for once

[@Gamesha_Guy]

And it's not because of Jimmy Kimmel haha

[@ChaoukiSADOUSSI]

tonight's monologue :D hhhh

[@AoiGP]

Jeff Ross looking like a patient that just beat cancer.

[@Lunatick666]

BIG thumbs up for the 'Hotrod' cap... rip Rowdy Piper

[@FromSouthforkTexas]

He's incredible he makes it look so easy

[@jandreid1056]

Remember when Cousin Sal challenged the Undertaker to a pillow fight? Good times.

[@cedarpoplar7443]

He, he, he, he. Kick his ass! ha, ha, ha, ha.

[@whitesimurgh6363]

I looked at him... That's the best thing ever!

[@jimmirza4212]

Jeff Ross now looks like someone wearing a Jeff Ross novelty latex mask.

[@masterroshi6910]

"How do you know he's Jewish?" "I looked at him" DEAD 😂😂

[@BeatlesLoveFrieden]

Nope. Not funny.

[@Donnydarco100]

It was pretty funny

[@akhilmontu]

Man, my Day was crappy for no reason today, cousin sal and Jimmy just somehow made me happy! Salute to you sir!!

[@Michaeldergara]

lol guy at the end definitely wrestles. he put a leg in haha like this uk

[@Born2beSPRA]

I know Kimmel just has to accept the pain of Jeff's roast

[@edercorrales6195]

Comedy for Jimmy Kimmel is a 9-5 job while Jeff Ross simply lives it.

[@Omarrz]

@3:00 isn't Gary Greenberg a Conan writer too? Remember Conan did a Hoarders spoof on where they cleared out his office? I remember that giant duck, lol!

[@dradius9966]

Roasting people, getting money. Dream job.

[@selimyasli3609]

Jeff Ross is a legend.

[@ckg3362]

Poor guilarmo

[@JM-yn8mb]

Jeff is the best at roasting because he's heard all these roasts directed to him... He just stores them all in a database in his head and uses them against other people. Poor guy, beer belly, bald, a poor mans Pitbull. "Mr. Local" if you ask me.

[@BestmenhaitiH]

Lol... i love Jeff, im looking for penn state Sandusky, and James Holmes video.

[@Neoquaker1]

That elbow from Cousin Sal on Jeff's face was a little too rough.

[@luiscorona232]

He’s a dumbass he really was butt hurt

[@marioadreu7683]

People are complaining about Guillermo's office, but why does he even need an office? Lol

[@jordanharrington1890]

I wouldn't know lol

[@andymoore9892]

Awww. That Uncle Frank picture on Jimmy's wall brings tears to my eyes.

[@lungelongema8501]

“Is this the window you jump out of when the ratings come in?”🤣🤣🤣🤣🤣

[@NomeCultJoe]

Kicking Cousin Sal's ass is the purpose of life.

[@isupermandude]

Is that really Guillermo's office...?

[@edu-kt]

I don't think so.

[@fun2badult]

seems like it. all his stuff is hanging on the wall

[@edu-kt]

Astro Physics It supposed to look like Guillermo's office is that tiny for a comedic purpose. If you know how Kimmel show goes, you'll learn to be open to the possibility of the things that he shows to be fake.

[@youwatch2muchtv]

+Eduardo Daniel Kucharsky Terrazas yeah but i bet you money its not fake lmao

[@angelararara6350]

Guys he has not office work! He just shows up and change his clothes.

[@christian4u69]

Wow, anybody else notice the Twister board indicator Cousin Sal was using for a rug in his office?

[@sturttv]

That bit was absolutely hilarious.

[@julio_aer]

he has to do this at Conan's!!!!!!

[@Ruizfig]

Dishonorable discharge from the Salvation Army.

[@eitaneisenberg1557]

0:47 on the right RIP kobe

[@treetrain]

Gary Greenberg is the Jordan Schlansky of the Kimmel show hahaha

[@brackobalm6457]

Conan doesnt need other people he roasts his staffers by himself. #teamcoco

[@kylewilson138]

That actually looked like tupac

[@virgo4200]

Lmao the window you jump out of the ratings come in

[@DMO-DMO-DMO]

A dishonorable discharge from the Salvation Army LMAO

[@dirkgroovy7207]

Ricegum could learn a thing or two from him ;D

[@1surfpesca_]

LOL ! I wasn't expecting to comment about rice gum here

[@allensaez4098]

+LibertyzHD your username starts with an L

[@badcomic277]

Wtf is a rice gum

[@jimhalpert1680]

Bad Comic Famous KZbinr

[@CheekyCuntM8]

4:00 IT'S JUST A PRANK BRO

[@MRK3LV]

Tonight's monologue!? Classic

[@steffe689]

Hahaha cousin sal is crazy, remember howard stern mentioning him being crazy before he had segments on Kimmel show.

[@88Mrlucky]

0:44 I was thinking he looked like Tupac

[@jamieh3397]

Jeff looks like the white Michael Jackson impersonator from simpsons

[@wqzzz3460]

Jamie H hahahahhahahha

[@andrewr4280]

now that the majority of my favorite comics from childhood have passed, im appreciating the ones I still have right now. Love Jeff

[@socloseno]

"I looked at him" xD I lost it

[@Ultrasonic1979]

quality, looks like you got discharged early from the salvation army... beauty !

[@stankfanger1366]

After this segment was shot, Jeff slipped Sal his number and they're going away to a little B&B in Vermont this weekend.

[@narellewooding8319]

"Is this the window ya jump out of when the ratings comd in" hahaha

[@NicholasSantangeloDrummer]

That Uncle Frank poster in the back of Jimmy's office is the best.

[@ExtonGraphics]

1:57 I was like "What the hell THAT is Josh Holloway?"

[@Mrmoviefan123]

If I were Jeff and I got to Jimmy's window, I would've said "Is this the window you jump out of when Matt Damon appears on the show?"

[@Aeydrian]

Yeah but that's more along the lines of children humor, kind of cringe worthy to be honest. With all due respect

[@Mrmoviefan123]

On second thought, yeah, you're right.

[@iwakuraSanta]

cos you is funny

[@awsomewild]

a roast is meant to be about the person you are talking to, not someone else. you targeted Matt Damon not jimmy lol

[@MDF0193]

Weaksauce

[@markokkare]

I haven't laugh this much in a loooong time!!! :D

[@Jenniemo112]

Look at all those photos of Uncle Frank in Jimmy's office!