JELLY ROLL: Sundae Conversation with Caleb Pressley

[@JellyRoll]

I loved everything about this - thanks Caleb and Glenny. Love y’all

[@wickibra]

does the jelly actually roll?

[@camelnut7014]

@@wickibraOnce its on MDMA, yes.

[@billyrife5809]

Jelly love my comment

[@TheRumpleThump]

It was so fun to watch how much @jellyroll loved this whole interview. He knew exactly what he signed up for and was ready for it, but still somehow not ready at all.

[@SIGMA-PHONIC]

Jelly been with you since freestyle in the hallway and cwb bro! You've come a long way big bro. Congrats and we love you. God bless

[@sconartist]

Truly one of the greatest perspirational speeches of all time.

[@liluziintrovert9363]

Like sweaty?

[@1NDEF1N1TE]

Caleb is a genius for that shit 😂😂😂😂😂

[@JoabRico]

Genius sauce !!!

[@vvslaysnoobs9595]

John 3:16-17 “For God so loved the world he gave his only begotten Son so who so ever believes in him shall not perish but have everlasting life. 17 For God did not send his Son into the world to condemn the world but to save the world through him.” God bless everybody that is reading this prayers for you all and your family in Jesus Christ name amen 🙏

[@justinholtman]

“Do you mind if we do a new segment?” Will never get old

[@bcfking]

I miss how he used to say Mam-itahz

[@justinholtman]

@@bcfking true me too

[@duncangilbert622]

That's because they're always new

[@justinholtman]

@@duncangilbert622 deep now actually lol true

[@vvslaysnoobs9595]

John 3:16-17 “For God so loved the world he gave his only begotten Son so who so ever believes in him shall not perish but have everlasting life. 17 For God did not send his Son into the world to condemn the world but to save the world through him.” God bless everybody that is reading this prayers for you all and your family in Jesus Christ name amen 🙏

[@paradigm_recalescence]

Caleb's ability to set up a punchline with an innocuous-sounding question is amazing! Melons !!!

[@justinholtman]

It really is, he has that knack down. They need to make this longer or give him a show show. He’s so good

[@Sirwastealot]

You like cars? what do you think about trans missions?

[@OldSpoolRacing]

​@@justinholtmanhe's had like 9 shows that failed, they didn't fail because there wasn't support, they failed because he gets bored or just gives them up. He just talked about this with the Chicago guys.

[@larrybird3372]

Everyone loves melons

[@bobhappyman]

You know who else was a college national champion?

[@steady_flexer.]

Glenny just genuinely laughing at Caleb's jokes is just so heartwarming and funny too.😭🤣✌🏽

[@BLACULA-Skeewoah]

Literally broke the man with the first question.... ICON

[@notachance3444]

Man I love jelly roll. He’s just such a good down to earth dude with such a good real laugh. He just seems like he could be your neighbor or the dude at the gas station

[@miguelsalgado7431]

He’d like a fat post Malone lmao

[@hank4917]

Dude looks like a loser and I bet his music sucks.

[@notachance3444]

@@kierlockyeah well that has nothing to do with me, I wasn’t there and didn’t see it so I don’t use that in my judgment

[@snapeshotz]

It’s because he’s been to hell and back, ❤ he is now stable and providing family structure and support for his daughter and family beyond their wildest dreams, I was formerly homeless and a drug addict in 2009, I made it like jelly through the grace of me and my god, got a second chance, I now have a beautiful wife, own a house and a duplex to make decent money for us and our pup doodle ❤ and me and my wife would give anyone the shirt off our back, gas money, a warm meal, or just time out our day for a friendly conversation, it’s just how we come back to life when you realize it can all be gone 😢he’s a true humble person ❤❤❤🎉🎉🎉

[@andykibler7993]

Yea Kom yah dipshit…I’m sure jelly would do everything he could to make an amends for that crime on them,except he I’m sure has a no contact court order

[@justsomedude5591]

The absolute best guests have Glenny Balls in stitches the whole episode

[@JustSpeakingFacts_]

Met jelly back in like 2010, glad dude is finally getting some flowers.

[@SelenaIndigo]

Its weird seeing Jelly Roll labeled as a country singer after 20 years of knowing him as a rapper lmao

[@Kxa-uf5vf]

Thank you. And come on is it as good? Like reaalllllyyyyy????

[@tommyblueeyes6892]

I love seeing Jelly looking like a little giggle machine. Live your Best Life big guy!

[@seekingnaturalhappinessaga2542]

Did you see the Kevin Gates one? Omg, it's as if Caleb knows how to touch peoples soul via stupidity (goofy wit). This kiddo is clever. Cheers!

[@tommyblueeyes6892]

@@seekingnaturalhappinessaga2542 just watched, grown men giggling is the best. Good looking.

[@IamtheCosmosXX]

​@seekingnaturalhappinessaga2542 the one with Kevin gates had me cry laughing.. hard. lmaooooo shit was toooooo funny

[@Dabx30]

That meat bit was GENIUS 🤣🤣☠️☠️

[@hiphopdx]

Two of the best in the business

[@carsoncomplains]

And Caleb

[@mickmarty2082]

Caleb's mind should be treasured for decades

[@sebjacobo9655]

I want him to interview NBA Youngboy

[@justinholtman]

Caleb make this a show, or longer. These are way too good NO MATTER the guest

[@lionlike5856]

Nah

[@RidgeRunner4501]

Yea

[@deepakx7]

He probably asks questions for an hour just to get 5 minutes of pure content

[@JBar1992]

Don’t fix what’s not broken.

[@peeron6829]

​@deepakx7 nah 15 min

[@ItzAlwaysDevil]

Imo this is by far the best thing to happen to the internet. Caleb is legit Hilarious. Dude doesn't even have to try!

[@JunkBondTrader]

He never runs out of ways to play this character. Just an endless well.

[@kelseyjaffer]

it's like the Eric Andre show with an undertone of "let's all have a good time" instead of "let's make our guest as uncomfortable as possible"

[@kevinblue1976]

You mind if we do a new segment that we do with every guest 😂

[@oops9265]

It’s funny everytime

[@PHC135]

One of his best yet. Cures depression in 5 mins 🤜🫶

[@Jplumbin]

Caleb is one of a kind, the funniest interviewer out there!

[@Anonymoose12345]

“You gave a very perspirational speech” Lmfao!!

[@steady_flexer.]

What is Glenny Balls without Ice cream?😭😂

[@nollyvon]

Is he lookin kinda slim with that bodyarmor??

[@jacoblape]

​@@nollyvonit's just sitting next to jelly makes him look smaller

[@brettray94]

It's like Jelly Rolls dad without meat.

[@steady_flexer.]

@@nollyvon yhea kinda Slim Shady.😎

[@steady_flexer.]

@@jacoblape yeha that's aight.🤣🤣

[@wisconsin9009]

Love how even the artist even laughs at how wild these are 😂

[@xxticklerrxx2680]

Dude this show is legit the best on YT

[@barryholiday8998]

That was not along enough. Please do a day with Jelly.

[@barryholiday8998]

@Swish1075 you’re ghey

[@nickdailey9889]

Theo. Caleb. And jelly

[@cable7152]

These are always too shirt, especially when we get only 1 a month sometimes.

[@mrk00lguyy]

it was too long, bottom tier.

[@hurleyinc686]

It was along enough.. maybe too shirt.. I dunno

[@dsportsledger]

Jason has such a great laugh 😅😂

[@zakkthemaniac0329]

Loved the interview much love from VA

[@jonathanturbide2232]

0:57 - Look at Caleb's legs, he was clearly laughing hysterically as well but of course they didn't show it since it would have broke his character 😂😂😂

[@TheGreatLake1998]

He could’ve been leaning forward, repositioning, or just rubbing his hand down his leg. I’m not saying he’s not laughing, but there’s no way to know for sure.

[@lionlike5856]

(Meanwhile Caleb’s toe is barely in frame)

[@HardwiredMC]

@@TheGreatLake1998 If you listen closely you can hear air breaking caleb's lips forcefully and hear him laugh. Start a view seconds before to gain a baseline for what Jelly Roll's laugh and Glenny's laugh sound like and you should be able to pick it out

[@ledzep9943]

You can hear his laugh in the background 🤣

[@ajmard1992]

@@TheGreatLake1998oh you’re one of them people

[@BreakawayB]

🍩😂 Jason Roll’s laugh is soooo infectious!!!

[@zzz1945]

Caleb’s lawyer defense for jelly - “your honor, it’s the boys being the boys”

[@killuhkatt]

Finally I check every Sunday for one of thesez

[@Ryo7_7]

Perspiration award winning lol.

[@Nabster86]

I had to watch the beginning 3 times to make sure he said they only trust people with some drug in them 😂

[@ToyodaJake]

This is probably the funniest one I have watched yet haha

[@AnimalFeaturesTV]

"So you have to be cremated"🤣

[@mcw-lg2dm]

I don't know of a single human being that dislikes jelly, dude is too pure and genuine. Love him.

[@Cuttyflame]

Maybe the guy he robbed

[@flankman9385]

You should watch redbar

[@smokinbones1618]

I'd imagine it's damn near torture for Glenny to eat ice cream at this point but.. it's in the contract. The diabetes contract.

[@kingayy9267]

Mr. Roll seems like a fun, sweet, overall awesome person. Every interview of him makes me like him even more. He seems like a blast to hang out with. People who are quick to laugh make everything better.

[@Yas-sx6rm]

new sundae conversation episode ..fuck now i gotta bingewatch the rest after

[@epicsportcards7673]

Best Sundae conversation yet!!!

[@JayWilliams0723]

0:54 ohhhhh I lost it 🤣🤣🤣🤣🤣 not even a minute in damn Caleb 🤣🤣🤣

[@bryanchipps9374]

Always love Caleb

[@pantloaded]

lmfaooo making him think it was a casket size joke and then going to land was fucking AMAZING.

[@JayWilliams0723]

Couldn’t even get passed the first 10 seconds 🤣🤣🤣🤣🤣🤣🤣🤣🤣🤣🤣

[@RonTr0n08]

Not even gonna cap, I just stumbled across Jelly Roll like a week ago but he’s already one of my favorite Country artists. Makes perfect sense that he’d win Best New artist. Plus he just seems like an all around great guy!

[@stevend.bumgarner6134]

FYI he been a rapper since like 2000, check out Therapuetic Music

[@josephmohr989]

Jelly roll without a doubt it's the smartest person Caleb has ever interviewed he said when's the last time you did cocaine and he said I don't remember...salute

[@america6258]

Me and the homies love Caleb

[@WalkerA92]

Got to pay $9.99 to hear the uncensored version

[@lukewalls7553]

Pretty sure it was smoking crack lol

[@bienvenumyriel7233]

@@lukewalls7553cocain

[@tonygaertner8863]

Twas cocaine

[@zackadamec9332]

Dude is so fast and smooth with the questions and subtle but hilarious punchlines. You can't help love jelly too, seems like a genuinely great dude.

[@Bchillin93]

This is up there with the drake interview

[@djmac2001]

You have such a kind spirit everybody does

[@goofballbiscuits3647]

Caleb absolutely factory reset this man 😂

[@sigmawolfmedia1]

This dudes laugh was the cherry on top of this edible

[@WuhSuhDood]

I'm gay but there's too many comments so no one will ever know

[@bennnnnnnnnnnnnnnnnn]

Pause

[@rh9626]

Unoriginal

[@mr.dirtydan3338]

I know

[@masonfuentez7355]

Gay

[@PowerstrokeSynd]

Who cares.

[@alexandersemenec9786]

Literally, everyone of his answers had a laugh. High-on-lyfe.

[@midwestrebel2]

I need a travel show with Jelly roll , Joe Rogan & Theo von

[@LebronAltAccount]

That would be ledgendary

[@michaeldee6030]

This is the best episode yet

[@MattXShaver]

Jelly’s dad will never recover from this

[@killert9098]

This is way too short. One of the funniest episodes

[@byronweatherby8682]

Jelly seems like a great human being based off all the interviews I have seen him in.

[@flankman9385]

Oh yeah brother I’m just blessed to be here man

[@Rowsy91]

hes awesome

[@garyD89]

It is ABOUT time we get a new video. I hated the previous video.

[@jackrosado746]

Making glenny look small is a genuine achievement.

[@heyitsbryce]

i remember waaaaay back in the day listening to jellyroll and haystak. its crazy to see how far he has come.

[@MrEazyE357]

Much love Jelly from a fellow Cashvillian. We've actually met a couple times but you were probably 13 and I was 14 and it's not like we were friends or anything. I think we were just into similar things if you know what I mean. I was a big fan of your rap music but you do whatever it takes to live your best life. And think, you'll probably never have to tell your PO you hang drywall 😉

[@501PlWife]

I loooove Jelly's laugh ❤️ I pray God keeps blessing him!!!

[@AdamJay___]

Have we actually ever had a recurring segment? Sometimes we have recurring sponsors, but it’s always a different segment. I appreciate the creativity Caleb.

[@djmac2001]

Jelly roll yo your song save me saved me man and i just want to say thank you for making such beautiful and amazing music

[@KyrenDarrow]

Best episode by far, i was laughing the whole way through,

[@Rianna9239]

His laugh is so infectious and adorable😂❤

[@itsOrganizationXIII]

Gawrsh me and Mickey finna make a country song now AHYUCK! Also Caleb you still popping out to the castle next week?

[@kylebrock6270]

Jelly Roll deserves the world

[@cable7152]

To be fair, he does enjoy coke with his meals, not a pepsi guy.

[@Big_Ben1988]

Yeah, but it's the good Coke, not the kind you can get at the grocery store.

[@corbinminnick2641]

We need a way longer jelly roll Sunday conversation

[@brianrounding4258]

why he doesnt bring anything, butt high laughter and nothing

[@KayKay-vw1wz]

This wasn’t long enough! ❤😂

[@steady_flexer.]

I'm here for Glenny's reactions. 🤣🤣

[@FunnerChess]

Two old friends kicking the dirt. Love the chemistry

[@adrenalineparkour2.029]

You’d think we’d have a Sundae conversation every Sunday, I guess not.

[@MuddyBubby]

These probably cost barstool quite a bit to get the people that other's want to watch.

[@Clout2147m]

Saving the best for last, I felt my heart grow 3x while watching this 🤗

[@madameshadow357]

Impossible not to love jelly roll. And if someone doesn't I don't want to know them. 😂

[@stevebrown9002]

I WILL NEVER NOT LIKE A SUNDAE CONVERSATION

[@terriblue68]

OMG you are ALL the best. You made my day guys. Jelly you are a shining star in so many lives today. Keep on keeping on. Merry Christmas to you all & yours! ❤ 🎄🎅 ✌️ 😊 ☮️

[@daveevangelist4633]

This whole thing was electric

[@bennnnnnnnnnnnnnnnnn]

Pastry Malone

[@barryholiday8998]

😆👏

[@are_birds_real]

Damn

[@bioniccorndog]

I don't know anything about Jelly Roll but I've seen him everywhere and I love him

[@Sandy_Boy]

I am been listen to sundae conversation so much that the segment was not sponsored by mamitas was a suprise and out of touch

[@9000inc]

how are the guest just constantly laughing the best episodes lmao

[@abouya77]

Glenny’s looking small for a change

[@paulmurphy2557]

Love jelly hes such a down to earth guy

[@TrueHaiku]

It's funny how Jelly Roll has talked about how much he hates the police for years in his music and then gets some notoriety in the country music scene then says he's "all about the police."

[@samuhlm2]

Its called being responsible with your platform and not alienating yourself from most of America.

[@blindman710]

Best one yet

[@101yak]

I do not even listen to country music or listen to Jelly Roll and I found this to be the funnies interview by a long shot.

[@raziele92]

Jelly Roll was originally a rapper, his newer songs get played on rock stations as well. Yes they gave him a country music award, but I wouldn't call him a country singer. He's an artist that can tell a good story.

[@jewdakriis1785]

@@raziele92 country music award organizers just gave it to the new white guy since it’s getting boring in that scene

[@dracohasfun]

This feels like a 40 minute conversation.

[@adammarcotte4803]

You gotta get Jack Harlow ok the show

[@Tati_257]

YAAAASSSSSSS 👏🏼

[@FuzzHauze]

His laugh is infectious af every time he laughed i was losing it with him

[@elaynaaubreygonzo3744]

Wish this was longer love jelly roll 😂

[@ChampCampMMA]

This man is awesome...im obviously talking about Jelly...😆👍💯

[@change3541]

C: when was the last time you did cocaine? J: I don’t remember? 🤣🤣 great fuckin answer

[@bassmankilla9352]

Bro started it out by saying the earth wasn't big enough for jelly to be barried on.

[@12Allen-g9n]

This was one of the best ones if not the best

[@tiktaktikka]

BEST ONE YET!!!!

[@leighhodson5812]

Watching Jelly & Glenny laugh at the beginning would make anyone laugh !