Jimmie Fails as Jimmie Fails

Jonathan Majors as Montgomery Allen

Rob Morgan as James Sr.

Tichina Arnold as Wanda Fails

Mike Epps as Bobby

Finn Wittrock as Clayton

Danny Glover as Grandpa Allen

Willie Hen as Preacher

Jamal Trulove as Kofi

Antoine Redus as Nitty

Isiain Lalime as Gunna

Jordan Gomes as Jordan

Maximilienne Ewalt as Mary

Michael O'Brien as Terry

Daewon Song as Ricky

Mari Kearney as Phyllis

Dennis Chavez as Arturo

Dakecia Chappell as Candy Lady

San Quinn as Grown Ass Man

Jello Biafra as Tour Guide

LaShay Starks as Mom

Warren Keith as Tim

David Usner as Nudist

James Dowling as Yimby

Sergio Gonzalez as Banker

Andy Roy as Andy

Tonya Glanz as Nina

Thora Birch as Becca

Timothy Robert Blevins as Tim

Michael Marshall as Haight-Ashbury Singer

Cassie Hendry as Homeless Person (uncredited)

John Ozuna as Mover (uncredited)

Michael J. Gwynn as Hazmat Man (uncredited)

Michael Andrew Reed as Homeless Man (uncredited)

Leah Shesky as Aura (uncredited)

Johnny Walkr Jr. as Grandpa Fails (uncredited)