Bryan Cranston as Jerry Selbee

Annette Bening as Marge Selbee

Rainn Wilson as Bill

Larry Wilmore as Steve

Michael McKean as Howard

Jake McDorman as Doug

Anna Camp as Dawn

Uly Schlesinger as Tyler

Cheech Manohar as Eric

Lindsay Rootare as Mindy

Ann Harada as Shirley

Ana Cruz Kayne as Heather

Devyn McDowell as Liz

Colton Whitfield as DJ

Jackson Whitfield as DJ

Tracie Thoms as Maya

Don Stallings as Leon

Subhash Mandal as Raj

K.D. O'Hair as Candace

Kurt Yue as Kellogg's Boss

Joe Pistone as Kellogg's Executive

Michael Scialabba as Editor

Kenny Alfonso as Lottery Executive

Evan Bergman as Divorce Lawyer

Robert Pralgo as Tyler's Dad

Rick Espaillat as Country Club Investor

Rhoda Griffis as Rhoda

Tordy Clark as Winfall Ticket Cashier

Lindsey Moser as Helen

Kristina Kingston as Convenience Store Customer

Amber Erwin as Billy's Beverages Customer

Cameron Andrew Howell as Bill's Buddy Darryl

Quinn Bozza as Liquor Store Clerk

David Alexander Kaplan as Candy Buying Kid

Abu Jalloh as Newsroom Mail Guy

Jon Frankel as Newscaster

Roger Anthony as Michigan Lottery Reporter

Roxy Rivera as Massachusetts Lottery Reporter

Tori Kelly as Herself