Caleb Pressley Takes ‘Sundae Conversation’ Indie, Plans Own Production Company (Exclusive)

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

Starting this month, Pressley will produce and distribute all of his content, including Sundae Conversation, through his newly launched company Bill Joe Productions. Pressley will partner with Tom Brady’s creative agency, Shadow Lion, on sales and talent production for Sundae Conversation

The two will also work together on a sports series in collaboration with Underdog Fantasy. 

Sundae Conversation has more than 328 million views on YouTube, with episodes averaging 10 million views across all social media platforms. Previous guests on the show, which features short-form interviews, include Drake, Josh Allen, Cardi B, Kai Cenat, Post Malone, Ed Sheeran, Theo Von, Drew Barrymore, Druski and more.

“In today’s dynamic media world, Caleb stands out as an unparalleled talent. We’re thrilled to partner with him and Bill Joe Productions to take ‘Sundae Conversation’ to new heights, while collaborating on new, bold ideas that push creative boundaries,” said Gilad Haas, co-founder of Shadow Lion.

Shadow Lion was co-founded in 2017 by Brady, Gilad Haas, Ben Rawitz and Jeff Fine with a focus on branded content, social media & digital strategy, and scripted/non-scripted development.

Pressley is represented by Range Media Partners & Weintraub Tobin. 

He also recently launched Chica Chida, a peanut-butter flavored spirit and serves as the brand’s creative director. Pressley can next be seen hosting Druski’s original series, Coulda Been Love, which premieres in February.

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