Ed Helms as Hogan 'Hoagie' Malloy

Jon Hamm as Bob Callahan

Jeremy Renner as Jerry Pierce

Jake Johnson as Randy 'Chilli' Cilliano

Hannibal Buress as Kevin Sable

Annabelle Wallis as Rebecca Crosby

Isla Fisher as Anna Malloy

Rashida Jones as Cheryl Deakins

Leslie Bibb as Susan Rollins

Maxwell Ross as Teen Jerry

Brayden Benson as Young Jerry

Jaren Lewison as Teen Hoagie

Braxton Bjerken as Young Hoagie

Kevin Tyler Moody as Teen Randy

Tyler Crumley as Young Randy

Elijah Marcano as Teen Bob

Braxton Alexander as Young Bob

Xavion Shelton as Teen Kevin

Legend Williams as Young Kevin

Kella Raines as Teen Cheryl

Th'Yana Star as Young Cheryl

Steve Berg as Louis

Nora Dunn as Linda Malloy

Brian Dennehy as Mr. Cilliano

Thomas Middleditch as Dave

Lil Rel Howery as Reggie

Sebastian Maniscalco as Pastor

Indiana Sifuentes as Mexican Jerry

Trayce Malachi as Young Boy in Mall

Jock McKissic as Marvin

Al Mitchell as AA Member

Kate Kneeland as Wedding Caterer

Vince Pisani as Wedding Planner

Kurt Yue as Doctor Yuen

Jim Esposito as Martin - Neighbor

Loren Lott as Sable's Girlfriend

Andrew Tran as Boy Attacker

Carrie Brownstein as Therapist (uncredited)

Courtney Brown as Nurse (uncredited)

Melissa LeEllen as Mall Patron (uncredited)

Donald K. Overstreet as Bar Patron (uncredited)

Grace Pippas as Student (uncredited)

Tatum Price as First Class Passenger (uncredited)

Leslie Sides as Freedom Atlantic Employee (uncredited)

Joey Thurmond as Wedding Guest (uncredited)

Doug Sinclair as Mark Holder - Tagged Trick