Jon Hamm as Tom Adkins Sr.

Josh Lucas as Matthew Wakefield

Rhona Mitra as Barbara

James Van Der Beek as Diploma / Roggiani

Jessica Chastain as Sally Ann

Joanna Cassidy as Lea Adkins

Jimmy Bennett as John

Morena Baccarin as Rose Montgomery

Michael Cudlitz as Jonas

Beth Grant as Older Edvena

Holt McCallany as Swede

Andy Milder as William Daniels

Jude Ciccolella as Police Chief

Rick Gomez as Officer JJ

Marcus Thomas as Pete Dunne

Graham Phillips as Mark Wakefield

Kali Rocha as Coral

Sam Hennings as Older Luke Wakefield

Tom Kemp as Russell MacArthur

Benjamin Burdick as George Montgomery

Kim Hamilton as Miz Betsy

Bob Stephenson as Mike the Bartender

William Charles Mitchell as Lou

Glenn Taranto as Chollie

Ryan Cutrona as Bill Byrnes

Ty Panitz as Tommy Jr.

Ray Proscia as Lawyer

Elizabeth Small as Edvena

Enuka Okuma as Officer Angie Riddick

Angela Schnaible as Girl

Jeanette Brox as Lisa

Kasey Campbell as Micha

Cheyenne Wilbur as Old Minister

Pamela Dunlap as Shelly the Waitress

Rutanya Alda as Older Sally Ann

James Mathers as Joel Schubert

Paul Keith as Barber

Jonathan Erickson Eisley as Mick

Channing Chase as Lorraine

Charles C. Stevenson Jr. as Man Getting a Cut

Bart McCarthy as Kevin Byrnes

Tonye Patano as Elsie Mauer

Beresford Bennett as Investigator

Al Corley as Uncle Sam