Mary McCormack

Maggie Morris

John Slattery

Tommy Flannegan

Roger Guenveur Smith

Francisco Dupré

James Carville

Self

Mary Matalin

Self

Jennice Fuentes

Woman in Red

George Hughes

Agent Richard Wells

Talia Balsam

Gail

Robyn K. Bennett

Self

Elliott Gould

Bergstrom

Robert Prosky

Tommy's Dad

J. Smith-Cameron

Tommy's Wife

John Breaux

Self

Jack Quinn

Self

Paul D. Allen

Agent Paul Duffy

Steven Soderbergh

George Clooney