Hogan "Hoagie" Malloy

Ed Helms

Bob Callahan

Jon Hamm

Randy "Chilli" Cilliano

Jake Johnson

Jerry Pierce

Jeremy Renner

Rebecca Crosby

Annabelle Wallis

Kevin Sable

Hannibal Buress

Anna Malloy

Isla Fisher

Cheryl Deakins

Rashida Jones

Susan Rollins

Leslie Bibb

Teen Jerry

Maxwell Ross

Randy's father

Brian Dennehy

Young Jerry

Brayden Benson

Tracy Morgan

Reggie

Lil Rel Howery

Teen Hoagie

Jaren Lewison

Young Hoagie

Braxton Bjerken

Linda Malloy

Nora Dunn

Louis

Steve Berg

Teen Randy

Kevin Tyler Moody

Mexican Jerry

Indiana Sifuentes

Young Randy

Tyler Crumley

Teen Bob

Elijah Marcano

Young Boy in Mall

Trayce Malachi

Young Bob

Braxton Alexander

Marvin

Jock McKissic

Teen Kevin

Xavion Shelton

Dave

Thomas Middleditch

Young Kevin

Legend Williams

AA Member

Al Mitchell

Teen Cheryl

Kella Raines

Pastor

Sebastian Maniscalco

Young Cheryl

Th'Yana Star

Wedding Caterer

Katie Kneeland

Wedding Planner

Vince Pisani

Doctor Yuen

Kurt Yue

Wedding Caterer

Kate Kneeland

Kevin Moody

Martin - Neighbor

Jim Esposito

Sable's Girlfriend

Loren Lott

Boy Attacker

Andrew Tran

Therapist (uncredited)

Carrie Brownstein

Nurse (uncredited)

Courtney Brown

Mall Patron (uncredited)

Melissa LeEllen

Bar Patron (uncredited)

Donald K. Overstreet

Student (uncredited)

Grace Pippas

First Class Passenger (uncredited)

Tatum Price

Freedom Atlantic Employee (uncredited)

Leslie Sides

Wedding Guest (uncredited)

Joey Thurmond

Mark Mangini