Billy Magnussen
— Robert
Judy Greer
— Dorsey
Scott MacArthur
— Chad
Sam Richardson
— Alex
Ann Dowd
— Judith
Margo Martindale
— Diane
Casey Wilson
— Katie
Henry Winkler
— Bobby
June Squibb
— Mabel
Elsie Fisher
— Cassie
Timothy Simons
— Bret
Zoë Chao
— Kelly
Rob Reiner
— Narrator (voice)
Nate Corddry
— Kevin