
Plot
Although Brad has a satisfying career, a sweet wife and a comfortable life in suburban Sacramento, things aren't quite what he imagined during his college glory days. When he accompanies his musical prodigy son on a university tour, he can't help comparing his life with those of his four best college friends who seemingly have more wealthy and glamorous lives. But when circumstances force him to reconnect with his former friends, Brad begins to question whether he has really failed or if their lives are actually more flawed than they appear.
Trailer
Cast

Ben Stiller
Brad Sloan

Austin Abrams
Troy Sloan

Jenna Fischer
Melanie Sloan

Michael Sheen
Craig Fisher

Jemaine Clement
Billy Wearslter

Luke Wilson
Jason Hatfield

Shazi Raja
Ananya

Luisa Lee
Maya

Mike White
Nick Pascale

Xavier Grobet
Xavier

Adam Capriolo
Chris Kanew

Felicia Shulman
Cherie Parkinson

Jane Wheeler
Harvard Mother

Karl Graboshas
Admission Officer

Jon Bernad
Admissions Receptionist

Jonah Carson
Busker

Susan Glover
Female Professor

Meghan Gabruch
Azalia's Hostess

Kenny Wong
Mark

Keir Cutler
TSA Officer

Erin Agostino
Flight Attendant

Shauna Bradley
Diane Fisher

Frank Fontaine
Older Man

Carolyn Fe
Chinese Waitress

Izzy Stannard
Tween One

Ava Gammie
Tween Two

Devon Packer
Young Troy

Dawn Ford
Jason's Executive Assistant

Rosalba Martinni
Older Latina

Spiro Malandrakis
Bartender

Xavier Sotelo
Harvard Father

Adam Bernett
Ticket Seller

Alex Bovaird
Jason's Wife

Orla Johannes
TV Host

Alex Bisping
Beta Male #1

André Simoneau
Beta Male #2

Ivan Fuchs
George

Kuulei Uelese
Billy's Wahine

Sara Baumgartner
Billy's Other Wahine

Vincent Colpron
Gay Dog Handler #1

Steven Cuneo
Gay Dog Handler #2

Allison Williams
Troy's Girlfriend

Jordan Matthew Teasdale
Jason's Child #1

Max Benda
Jason's Child #2

Raynnie Platz
Jason's Child #3

Mya Hénault
Jason's Child #4

Jimmy Kimmel
Self

Danielle Lyons
College Tour Guide (uncredited)