Kaitlyn Dever as Amy

Beanie Feldstein as Molly

Jessica Williams as Miss Fine

Jason Sudeikis as Principal Brown

Lisa Kudrow as Charmaine

Will Forte as Doug

Victoria Ruesga as Ryan

Mason Gooding as Nick

Skyler Gisondo as Jared

Diana Silvers as Hope

Molly Gordon as Triple A

Billie Lourd as Gigi

Eduardo Franco as Theo

Nico Hiraga as Tanner

Austin Crute as Alan

Noah Galvin as George

Michael Patrick O'Brien as Pat the Pizza Guy

Ben Harris as Yacht Waiter

Kyle Samples as Butler

Deb Hiett as George's Mom

Bluesy Burke as Cindy

Christopher Avila as Rob

Stephanie Styles as Alison

John Hartman as Yacht Waiter #2

Adam Krist as Dick

Gideon Lang as Skip

Ellen Doyle as Murder Mystery Nurse

Maya Rudolph as Motivational Voice (voice)