Owen Wilson as Arnold Albertson

Imogen Poots as Isabella Patterson

Kathryn Hahn as Delta Simmons

Will Forte as Joshua Fleet

Lucy Punch as Kandi

Joanna Lumley as Vivian Claremont

Cybill Shepherd as Nettie Finkelstein

Illeana Douglas as Judy

Richard Lewis as Al Finkelstein

Austin Pendleton as Judge Pendergast

George Morfogen as Harold Fleet

Ahna O'Reilly as Elizabeth

Jake Hoffman as Hotel Bellboy

Tovah Feldshuh as Miriam Pendergast

Rhys Ifans as Seth Gilbert

Jennifer Aniston as Jane Claremont

Graydon Carter as Limo Driver

Scott Campbell as Hotel Guest #1

Erin Heatherton as Hotel Guest #2

Melanie Hill as Hotel Receptionist

Debi Mazar as Vickie

Jake Lucas as David Albertson

Sydney Lucas as Josie Albertson

Nora Jobling as Sandy

Nicole Kohut as Auditioning Girl #1

Bergen Loren Sanderford as Auditioning Girl #2

Dimitri Dimitrov as Maitre'd

Tatum O'Neal as Waitress

Ren Croney as Frankie

Colleen Camp as Cece

Jennifer Esposito as Margie

David Francis Calderazzo as Bernie's Floor Manager

Albert Jones as Bernie's Security

Besnik Shabani as Limo Driver

Poppy Delevingne as Macy's Greeter

Megan Rosen as Seth Fan

Michael Shannon as Policeman Macy's

Peter Cormican as Delta's Father

Polly Adams as Delta's Mother

Nur Khan as Wrestler #1

Chazz Menendez as Wrestler #2

Brian Donahue as Wrestling Spectator #1

Nell Schaap as Wrestling Spectator #2

Quentin Tarantino as Quentin Tarantino

Stephen Dorff as Stephen Dorff

John Tormey as Hot Dog Vendor (uncredited)