Steven Weber

as Hutch Rimes

Swoosie Kurtz

as Binny Redwine

Stacey Travis

as Rachel Rimes

Sean Moran

as Bartender

Gail O'Grady

as Olivia Wise

Gabriel Mann

as Jesse Proudfit

Nina Siemaszko

as Holly Proudfit

Jack Johnson

as Young Jesse Proudfit

Bonnie Somerville

as Julie Proudfit

Marissa Jaret Winokur

as Brenda

Stephen Tobolowsky

as Dewey Wise

Gregg Henry

as Cotton Proudfit

Larry Cedar

as Walter

Matteo Southwell

as Clerk