Casting (30)
Kristen Wiig
Annie
Maya Rudolph
Lillian
Rose Byrne
Helen
Chris O'Dowd
Rhodes
Melissa McCarthy
Megan
Wendi McLendon-Covey
Rita
Ellie Kemper
Becca
Jill Clayburgh
Annie's Mom
Matt Lucas
Gil
Rebel Wilson
Brynn
Michael Hitchcock
Don Cholodecki
Terry Crews
Boot Camp Instructor
Tom Yi
Jewelry Store Couple
Elaine Kao
Jewelry Store Couple
Kali Hawk
Kahlua
Joe Nuñez
Oscar the Security Guard
Greg Tuculescu
Kevin
Steve Bannos
Annie's Mistaken Husband
Hugh Dane
Annie's Mistaken Fella
Franklyn Ajaye
Lillian's Dad
Tim Heidecker
Dougie
Lynne Marie Stewart
Lillian's Mom
Andy Buckley
Helen's Husband
Molly Buffington
Helen's Stepdaughter
Matt Bennett
Helen's Stepson
Nancy Carell
Helen's Tennis Partner
Melanie Hutsell
Annie's Tennis Partner
Eloy Casados
Churra Chi Waiter
Jessica St. Clair
Whitney
Dana Powell
Flight Attendant Claire