Good thing the Tar Heels have Caleb Pressley, the self-appointed Supervisor of Morale. "It's just cool," Pressley says, smiling in his office. "No one's argued it. I think I've lived up to the title." ...

A staple of Barstool Sports is on the move, with Caleb Pressley announcing that he’s leaving the company. According to The Hollywood Reporter, the former North Carolina walk-on quarterback is ...

Caleb Pressley Takes ‘Sundae Conversation’ Indie, Plans Own Production Company (Exclusive) The Barstool Sports personality will also partner with Tom Brady’s creative agency, Shadow Lion, on ...

Caleb Pressley found himself this week in Gatlinburg, Tenn., where he was “chilling,” he said, and spending at least a small part of his time wondering whether Mark Emmert might sue him at ...

Caleb Pressley, host of the interview show Sundae Conversation, is breaking away from Barstool Sports and going independent.

In a dramatic staredown posted to Instagram on Tuesday, WWE legend Bill Goldberg and Internet personality Caleb Pressley teased an epic interview ahead of a highly anticipated retirement match.

The interview with Barstool Sports' Caleb Pressley was released Tuesday. Pressley met with Burrow at Black Sheep Performance, a gym in Blue Ash, Ohio, to talk sports and share a few laughs.

If you take him at his word from a recently posted interview by Sundae Conversation with Caleb Pressley, then don't hold your breath. Pressley, who is a former-quarterback-turned-media personality ...

Caleb Pressley, UNC's self-titled supervisor of morale, gives excellent interview on ESPN By Andrew Carter - [email protected]. Updated September 26, 2014 4:00 PM.

Tom Brady couldn’t help but crack a smile when he was faced with a pair of questions about Bill Belichick’s relationship with 24-year-old Jordon Hudson. The questions were a part of Brady’s ...

Chica Chida teamed up with former Barstool interviewer Caleb Pressley to serve as the face of the brand. "I’d never heard of anything like it before," Pressley told FOX Business.