Caleb Pressley Reveals Funniest Moments From Shooting 'Sundae Conversation'

(00:00) Intro (7:41) Caleb & Eddie (14:23) Being in the mix (17:12) Sundae Conversations (27:04) Biggest celeb at company? (29:02) Past shows (33:15) Contract negotiations (35:52) Sundae Conversations pt. II (41:26) People wanting to go on? (44:10) Getting recognized? (45:13) Drake interview (48:30) Aaron Rodgers (51:27) Outro Caleb Pressley joins the show to talk about working on 'Sundae Conversation'. We get into who his 'white whale' of guests would be, previous shows he worked on at Barstool, the behind the scenes of the Drake interview, and more. PORTILLO'S HOT DOGS Visit your local Portilloʼs or go to https://portillos.com to order your Chicago Dog for pick-up or delivery. CHICAGOLAND CHEVY DEALERS Check out the latest offers on the Chevy Equinox, Blazer, and Trax and find your local dealer at https://www.chevydriveschicago.com/ Check out Barstool Sports for more: http://www.barstoolsports.com Follow Barstool Sports here: Facebook:   / barstoolsports   Twitter:   / barstoolsports   Instagram:   / barstoolsports   Merch: http://www.store.barstoolsports.com