Ben Stiller as Brad Sloan

Austin Abrams as Troy Sloan

Jenna Fischer as Melanie Sloan

Michael Sheen as Craig Fisher

Jemaine Clement as Billy Wearslter

Luke Wilson as Jason Hatfield

Shazi Raja as Ananya

Luisa Lee as Maya

Mike White as Nick Pascale

Xavier Grobet as Xavier

Adam Capriolo as Chris Kanew

Felicia Shulman as Cherie Parkinson

Jane Wheeler as Harvard Mother

Karl Graboshas as Admission Officer

Jon Bernad as Admissions Receptionist

Jonah Carson as Busker

Susan Glover as Female Professor

Meghan Gabruch as Azalia's Hostess

Kenny Wong as Mark

Keir Cutler as TSA Officer

Erin Agostino as Flight Attendant

Shauna Bradley as Diane Fisher

Frank Fontaine as Older Man

Carolyn Fe as Chinese Waitress

Izzy Stannard as Tween One

Ava Gammie as Tween Two

Devon Packer as Young Troy

Dawn Ford as Jason's Executive Assistant

Rosalba Martinni as Older Latina

Spiro Malandrakis as Bartender

Xavier Sotelo as Harvard Father

Adam Bernett as Ticket Seller

Alex Bovaird as Jason's Wife

Orla Johannes as TV Host

Alex Bisping as Beta Male #1

André Simoneau as Beta Male #2

Ivan Fuchs as George

Kuulei Uelese as Billy's Wahine

Sara Baumgartner as Billy's Other Wahine

Vincent Colpron as Gay Dog Handler #1

Steven Cuneo as Gay Dog Handler #2

Allison Williams as Troy's Girlfriend

Jordan Matthew Teasdale as Jason's Child #1

Max Benda as Jason's Child #2

Raynnie Platz as Jason's Child #3

Mya Hénault as Jason's Child #4

Jimmy Kimmel as Self

Danielle Lyons as College Tour Guide (uncredited)