June 04, 2015 at 05:23 PM EDT

Jack Antonoff is used to putting it all out there—for example, his just-released EP, Like a River Runsfeatures a 15-minute discussion on his dreams—but he’s about to bring that to a whole new level when he releases Thank You and Sorry, a half-comedy and half-documentary series, later this month.

The black-and-white series will include footage of Antonoff onstage as the frontman of Bleachers as well as scripted segments including appearances by familiar faces like Olivia Wilde, Rosie Perez, and Mae Whitman. 

“Making records and being on tour constantly feels like a strange blend between real life and a production of your life the way you imagined it,” Antonoff said in a statement. “With that in mind, we did that literally with Thank You and Sorry. When we shot, we would script elements of real situations and the entire process started to become blurry as to what did and didn’t actually happen. Strange times.”

The free series debuts on Google Play June 16. Watch the trailer below.

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