Reese Witherspoon as Debbie

Ashton Kutcher as Peter Coleman

Zoë Chao as Minka

Jesse Williams as Theo

Wesley Kimmel as Jack

Tig Notaro as Alicia

Steve Zahn as Zen

Rachel Bloom as Scarlet

Griffin Matthews as John Golden

Vella Lovell as Becca

Shiri Appleby as Vanessa Morgan

Tanner Swagger as Evan

Mystic Inscho as Wade

Michael Hitchcock as Alex

Rene Gube as Sidney

Ted Griffin as Doorman

Gloria Calderón Kellett as Doctor

Tom Yi as Professor

Britney Young as Marisa

Kelly Lester as Professor #2

Joshua Poon as Waiter

Jasmine Richard-Brooks as Bartender

Mike McCormack as Bartender

Anna Benuzzi as Waitress

Katie Hyde as Charlotte

Christopher V. Nelson as Coach

Duncan Calladine as Jimmy

Kelsey Flynn as Mimi

Lavinia Postolache as Hot Girl

Mark Roman as Airline Employee

Julia Westcott-Hutton as Drunken Party Reveller

Ianthe Marini as Young Mom

Ken Heang as Airport Traveler

Carl Salonen as Pedestrian