JELLY ROLL: Sundae Conversation with Caleb Pressley 

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

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

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

Truly one of the greatest perspirational speeches of all time.

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

Two of the best in the business

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

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

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

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

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

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

What is Glenny Balls without Ice cream?😭😂

“You gave a very perspirational speech” Lmfao!!

Caleb's mind should be treasured for decades

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

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

Jason has such a great laugh 😅😂

I want him to interview NBA Youngboy

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.

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

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.

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

Dude this show is legit the best on YT

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

"So you have to be cremated"🤣

This is probably the funniest one I have watched yet haha

Always love Caleb

Best Sundae conversation yet!!!

Finally I check every Sunday for one of thesez

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.

Got to pay $9.99 to hear the uncensored version

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

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

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!

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

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

This was one of the best ones if not the best

Me and the homies love Caleb

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

Glennard looks svelte next to Jelly

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

You have such a kind spirit everybody does

Caleb absolutely factory reset this man 😂

This dudes laugh was the cherry on top of this edible

Jelly’s dad will never recover from this

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

Probably already mentioned but the fact that glenny balls is drinking some healthy ass like electrolyte powder in water as opposed to the usual ice cream when they finally have someone on the show bigger than him is subtle comedic gold.

Making glenny look small is a genuine achievement.

I love a turn around story. jelly is magnetic with his positivity now. now matter where i see him on something, he is one where you wanna just be a groupie to BS with him. Also I rarely mention this but Caleb and Glenny are the equivalent to hot ones on interviews this day and age in my opinion. get them a late night talk show spot on a major network please. cheers.

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

As a fat person myself, I saw the hurt every time jelly roll realized it was a fat joke. Ouch lol.

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

crazy how he got CaseOh to fit in the room

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

This feels like a 40 minute conversation.

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

Pastry Malone

Love jelly hes such a down to earth guy

This is the best episode yet

We need a way longer jelly roll Sunday conversation

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

I WILL NEVER NOT LIKE A SUNDAE CONVERSATION

This is way too short. One of the funniest episodes

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

Why is Chris Jericho interviewing the Big Show 🤣

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

This is so great lmao, such an awesome guest, love Jelly

This whole thing was electric

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

how are the guest just constantly laughing the best episodes lmao

1. Food 2. C ********* That’s how I like my jelly roll too

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! ❤ 🎄🎅 ✌️ 😊 ☮️

1st question of the interview: - so you have to be cremated 😀😀😁😁😂😂🤣🤣

Glenny’s looking small for a change

Jelly Roll deserves the world

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

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."

Wish this was longer love jelly roll 😂

"Yeah I fuck with the police" "yeah i committed armed robbery" bruh rlly out here tryna pull the ladder up behind him

BEST ONE YET!!!!

He's got jelly dying😂

He's right. I'm really not surprised he would shit on the side of the road

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.

Caleb is back

What’s something people don’t know about you? Im not afraid to shit on the street… 😂

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

This is the personification of living your best life

jelly roll is the best so humble

i fuckin love jelly roll. proud of this dude

You guys need to get Stone cold steve austin on here

This is up there on the Mount Rushmore of Sundae Convos for sure

The meat comment was a good one

Glenny Balls kicked the ice cream!!

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

Caleb and balls are the funniest duo on the interweb, to be that is.

JR pretty humble dude, respect

Ugh I loveeee this man he’s the best human ever!!! Jelly Roll ❤

Best one yet

Just gotta find the good in ourselves