Reese Witherspoon as Debbie

Ashton Kutcher as Peter Coleman

Jesse Williams as Theo

Tig Notaro as Alicia

Steve Zahn as Zen

Wesley Kimmel as Jack

Griffin Matthews as John Golden

Rachel Bloom as Scarlet

Shiri Appleby as Vanessa Morgan

Zoë Chao as Minka

Vella Lovell as Becca

Mystic Inscho as Wade

Lavinia Postolache as Hot Girl

Duncan Calladine as Jimmy

Ted Griffin as Doorman

Jasmine Richard-Brooks as Bartender

Gloria Calderón Kellett as Doctor

Tom Yi as Professor

Julia Westcott-Hutton as Drunken Party Reveller

Ianthe Marini as Young Mom

Anna Benuzzi as Waitress

Kelly Lester as Professor #2

Mark Roman as Airline Employee

Ken Heang as Airport Traveler

Christopher V. Nelson as Coach

Tanner Swagger as Evan

Carl Salonen as Pedestrian

Britney Young as Marisa