Caleb Pressley On Interviewing Drake + His Dream Guest For Sundae Conversation

Recorded: November 21st 2023 | On this weeks episode the boys recap their Thanksgiving weekends along with the football weekend that was. Taylor recaps his time at "The Game", Michigan vs Ohio State. He gets into how it's Michigan vs The World and that everyone on the bus wishes for his downfall. Will had to check him saying that's not the case and that Taylor is just an obnoxious fan. The boys get into what they did for Thanksgiving and tell some hilarious stories from the dinner involving Taylor's grandparents.
Following the intro, we are finally graced with the presence of one, Caleb Pressley. It has been a long time coming for Caleb to come on the bus but we were finally able to make it work his schedule. The guys sparked their friendship from when Caleb used to live in Nashville when they used to all workout together. Apparently Will and Taylor would do the working out but Caleb was there for the vibes. The guys then get into their time at the Notre Dame vs Ohio State game back in September as they share some hilarious stories from the trip.
Following that, Will brings up Caleb's show Sundae Conversation, which is one of the biggest brands for Barstool. Caleb tells some of the best stories of all the guests that he has had on, including what it was like interviewing Drake. He gets into some of his dream guests that he would like to have on in the future as well as his process in preparing for all of the different guests. This episode gives you a glimpse into the creative mind that is Caleb Pressley and how he goes about his business. He really is just another one of the guys who happens to be absolutely hilarious, you guys will definitely have laugh throughout the episode.
0:00 Intro
3:00 Thank you everyone for buying merch
6:13 Titans are in dissarray
15:28 "The Game" recap
21:28 Nebraska's season was a success
29:49 Taylor is all alone on the Michigan train
46:00 College Football Playoff possibilities
51:00 Shittiest Moment
1:01:10 Barstool Survivor
1:04:31 Caleb preview
1:09:40 Twisted Question
1:18:32 CALEB PRESSLEY INTERVIEW STARTS
1:18:37 Caleb is finally on
1:21:12 Will faked Caleb's death
1:26:02 The boys used to workout together
1:28:09 Notre Dame weekend
1:43:26 Sundae Conversation (Best guest, preparation, future guests)
1:53:15 Glenny Balls has the best life
1:55:30 How the business of Sundae Conversation happens
2:02:10 You have to see your friends as much as possible
2:20:12 Does Riggs suck?
2:21:41 His inspiration behind Sundae Convo
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Get on the bus with NFL players Will Compton & Taylor Lewan! The Boys are letting you in on their hilarious, high-energy (and often heartfelt) conversations. Topics range from exclusive stories to active player perspectives to out-of-left-field hot takes on things you and your friends only discuss behind closed doors. Sometimes they chat with a guest, sometimes it's just the two of them, but it's always a good time when you're Bussin' With The Boys.
And yes, this is the podcast where Mike Vrabel said he'd cut his piece off for a Super Bowl.
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#calebpressley #sundaeconversation #BarstoolSports

[@Wook_Wookerson]

Please have a episode with shane & matt soon for the dogs 🐶 🐶

[@jakebruner8304]

I’m begging

[@jordanh92]

Needed not wanted for the gremlins

[@Reidkev3]

#drenched

[@ziggy-mydawg]

dawgs*

[@jordanh92]

@@ziggy-mydawg I see one of the Shane and Matt are the best dude following them forever (6 months) guys

[@bookoutlive9444]

We NEED a Shane Theo and Caleb episode asap 🤣🤣🤣🤣

[@WadeRegas21]

I would literally pay money to watch the Dave Portnoy unreleased Sundae Conversation Episode.

[@elijahgehrin]

Let’s have us a wonderful day fellas! Great pod as always and an even beater beanie Willy !!

[@vinisulejmani9106]

The way the boys have been treating Taylor the past couple months is crazy, and I just sat through 20 minutes of the whole bus going in on him, then gaslighting him when he brings up that they are being bad friends. Taylor was a little egotistical a year ago but that script has completely flipped

[@trentonchristman3297]

That Zach Galifianakis line was a home run.

[@kimhickey416]

So glad Caleb finally came on the bus.

[@8swerve]

ick

[@8swerve]

thought it was a donkey?

[@Flynrott]

Y'all are great bros kept it up

[@markon8242]

Great episode!!! From a Tier one boy!!

[@Ultimate_Pulls]

Ooooo you guys too good to me. Love Caleb love the boys. GO BLUE😊

[@slimmyhendrix94]

GO BLUE BABY 〽️ Our year brother

[@patman7249]

Love to see Will with the imos beanie shoutout St. Louis

[@jacobrichardson3529]

The boys treaded lightly on that twisted question you gotta respect it… hard to navigate that in y’all’s situation but it was a job well done

[@jmonzu305]

I support Mitch with his twisted question. Solid this week. I saw it going a different direction also.

[@joshjacobsjingleheimerschm8941]

Preach Taylor, SAY IT WITH YOUR CHEST

[@trel9388]

Caleb been the funniest guy at barstool

[@greg1685]

I'd say he's the only actual comedian. Taylor or Will could have been

[@brucet66]

Taylor stand 10 toes. Dont let em bring you down brother

[@jakebruner8304]

“Crime: a lot Girls: Crime” 🤣🤣🤣🤣🤣

[@MrDarkwing24]

Mitch is jumping ship and will be a Michigan fan next year lol

[@santillan_85]

Will talking about his grandma.. I haven’t laughed that hard in a minute 😂

[@ericicopini4955]

The Boys!!!

[@nicholasgriffith7942]

Let’s Titan up and rattle off some wins to win the division.

[@maxhagedorn]

The imos beanie is legendary

[@mattn2017]

Great Pod, love you dudes.. how about an average Joe tier 1 on the show boysss, what do yuh say ??

[@jeremiahunderwood2855]

Caleb hiring Glenny and telling Dave about it is one of the best videos in barstool history. Love hearing that story again.

[@nicholastabor7926]

Shoutout to Will’s Imo’s hat IYKYK

[@kevinblue1976]

How tall is Caleb he looks like a giant sitting on the couch 😂😂

[@lonestarkidmma]

Jameis Winston would be a legendary sundae conversation lol

[@gopokes9326]

Can't wait to see if Taylor and Caleb stopped the beef from the barstool bowl

[@AnthonyRodriguez-mi7oq]

Jack finally covering that 5head 😂

[@justinkeel190]

For the boys

[@Colvin777]

Love the imos hat , don’t think you know you low key repoing st.louis but we’ll take it anyway lmao

[@Colvin777]

Repping*

[@jeremiahunderwood2855]

All time guest. So excited.

[@grantwlms]

You guys need to show what you’re looking at on that screen. Just flash it at the bottom in between you guys or something

[@morganad2009]

Pretty fair take from mitch about the OSU gear on the sideline

[@MNVikings_PS]

Caleb is OG, funny guy

[@keithymg]

Calebs Micheal Irvin interview n the 4 hards is probably the funniest episode,

[@greg1685]

IMOs drip 🔥🔥

[@christopherguest6072]

…..“Ok I’ll say it bad” dead 💀 😂😂

[@noahmacke9452]

What’s the song at the beginning

[@badmankc713]

Bruh, such a dirty move to where the Oilers gear against us, Love Ya Blue was on my Grandma’s wall, so much history there.

[@Bandsuniversity]

need to hear the dave sunday convo

[@Rolls21Royce]

Saying Iowa is the same as the rest of the big ten west is kinda wild considering Iowa defense has been a top 10 defense for years. That's why they always win those games. That and special teams. Willy should know that

[@limuemu5307]

Caleb is seriously the goat

[@rts7469]

Old school Reggie White UT jersey? Damn that things pretty

[@coreywillis96]

Taylor……what is that “Noooo.” About not coming to Carolina?!? It’s a great spot that the boys should definitely check out.

[@calebingram44]

For the boys 🐺

[@Billybutcha5]

A1 pod

[@BryanMartinez-pq9cx]

When u can see they cut the part out maaannnnn the curiosity lol

[@JTK333]

"get to relearn, get to retool" hahahahaha

[@michaelsuk4654]

Keep going Taylor!!!! Go blue. Not sorry for everyone else team is garbage.

[@griffinking7215]

Will with the IMOS beanie is hard

[@joelane800]

Mitch stays coming up with ways to be a fraud fan, its amazing

[@aaronjsearsify]

The lack of support for Taylor this episode is disgusting

[@Jake-jv2pu]

GO BLUE

[@s85593]

Go Blue. Will is a turncoat.

[@vr654]

Imagine if Nebraska was good. Will would be an absolute menace! I feel for my guy Taylor smh...

[@caarrll7117]

On this episode of bussin with the theys and thems

[@AC21368]

I am disgusted

[@MiamiSucks]

That Reggie White throwback is tough

[@dabstreams7537]

A Muck Bang is where you order food from multiple restaurants to make 1 meal.

[@DaBoyzLeague]

The boys

[@cooltrainercam]

Bruhhh Will is so salty always 😂

[@lilgurt252]

Caleb - big seats

[@msmgraphics]

Love Imos pizza ! Bring it to Lincoln Will

[@nolanobrien2995]

For the twisted question. If you had to forget a memory. Why not forget the shortest memories anyways !

[@ryanmuntz2679]

Boys are definitely fried this episode

[@user-et9kf3hr4w]

Jack looks handsome with this haircut

[@TotalNonStopTallent]

If Alabama beats Georgia. 1. Michigan 2. Oregon/Washington 3. Georgia 4. Alabama (just because they’re moving up from 8 to 4.) But if Oregon wins, Washington’s out. But That’s still Alabama jumping 2-3 teams, and 1 of those teams beat them in week 1.

[@joelane800]

Jacky comes in just firing

[@garrettkraxberger1969]

Alabama almost losing to Auburn shouldn’t hurt them when Georgia only won by 8 against Georgia Tech and Washington winning on a field goal against Washington State in the same rivalry weekend

[@BBishop27]

Caleb def the throat goat. Reminds me of the dude from the Mask w/ Cher. #notJimcarey

[@eckolwarlock]

I want 1. Georgia 2. Michigan 3. Oregon 4. Texas That way you get the new SEC playing the old SEC and the new Big 10 playing the old Big 10. Writes itself

[@anthonyfedoruk6841]

need Louisville to win this prob happens than

[@noel916faithful]

Will would be insufferable if Nebraska was any good, taylor is completely spot on with everything and will wont admit it but he relishes in being a fake friend and rooting against Michigan when HIS boy has been talking up Nebraska to win, other than when they played Michigan. Will hasnt been for the boys like he claims he is.

[@rickdonnelly3937]

Did Will really ask the “Supervisor of Morale” if he is the glue guy?

[@dexterhampton704]

Jackie boy! Nice trim brother. Single mom's on red alert 🚨 🥵

[@TotalNonStopTallent]

Anybody ever notice how Jack NEVER says anything about Wills insane love for Nebraska? Because as a Vols fan, WE get his argument 😂😂😂😂 1000%. Lay off Will man. We absolutely get it 😂😂

[@CJ049]

Winners win, keep the salt coming at Iowa!

[@Smlaude21]

Shout out Bus Boy Benny. Iykyk

[@miilky_eh]

Saying FSU isn’t a top 4 team without their qb is crazy, clearly hasn’t watched any of our games all year. JT makes a big difference but we’re loaded everywhere

[@TotalNonStopTallent]

Do you think IF Alabama beats Georgia. Texas HAS to go in? Or does the week 1 win matter?

[@Joe-vg6ii]

THE FUCKING BOYS!!!!!!!!!!!!!!!!!!!!!

[@calebingram44]

Drops comments for the boys 🐺🐺

[@otisjohnjr.3023]

If Michigan wins they'll be 15-0, they'll be the greatest ever for the entire B1G conference. No B1G team has ever gone 15 - 0, only Clemson, Georgia and LSU have accomplished this.

[@Dentdude]

What happened to tier talk ?

[@eldergarcia1096]

Completely understand the boy Will🤣🤣🤣

[@mschriber88]

Will has soured me on this podcast bad.

[@Nolimitj21111]

The boy Jack acts like he’s making scraps, be grateful bud.

[@user-zk9ur5xe7w]

Jacks Chicken Joe hoodie!!! I need that one

[@Andrew-ny5sy]

W Ernest

[@stevenboyd6560]

If someone is choking and they are coughing let them cough it out

[@MrHewbrewHammer]

We need to get “Unc and Ocho” and “The Kelces” on the show.

[@IBuhZerK]

They would be more likely to go on those shows rather than have them on here

[@MrHewbrewHammer]

Pivot came on!

[@robertsullivan7919]

Taylor is always against the bus and he’s always right. It’s actually sad. It’s clear that some of the buses pretty jealous about where he is in life.

[@rossbaker8815]

Hey, shut up?

[@paulconaty2538]

Shoutout IMO’s 🫡

[@JS-og4oo]

One time at the fair I was wheeling my great grandma around and we were going downhill and hit a bump and she yeeted off her wheel chair like 5 ft. Worst I felt in my life.

[@billybutcher326]

get caleb on foreplay asap

[@jeffhenry7643]

Go Vols

[@ThePhDSpanish]

There is no way he wanted to hang out with Bhad Babie after that interview

[@kjnewell7243]

1:27:50 had me dying

[@ghart22]

Agreed with Taylor everyone’s such a hater toward his team. Punks lol

[@hbginc4553]

Caleb looks like he just woke up

[@kjnewell7243]

Shane and Matt and then Theo and Caleb.

[@NF_Productions]

As a Bengals fan, I still don’t understand Taylor’s hate for them

[@PsychoTitan]

simply that they've beat Tennessee like 3 of the last 4 times, including the heartbreaking home playoff game. And he was technically a part of the team for those 3 losses

[@generationvalor6789]

I mean love ya will but Taylor has a point he wants Nebraska to win so you are happy you want Michigan to lose so he is sad lol

[@carsongilbert3792]

Will Puffs his chest out more about poverty Nebraska then Taylor does for Michigan

[@SOURJDADDY]

1 month late sorry boys!!