Jack Goes Boating

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered around two working-class New York City couples.

Philip Seymour Hoffman

Jack

John Ortiz

Clyde

Richard Petrocelli

Uncle Frank

Amy Ryan

Connie

Tom McCarthy

Dr. Bob

Daphne Rubin-Vega

Lucy

Lola Glaudini

Italian Woman

Rafael Osorio

Ungainly Swimmer

Elizabeth Rodriguez

Waldorf Event Assistant

Stephen Adly Guirgis

MTA Worker

Mason Pettit

Drunk Man on Subway

Trevor Long

Waldorf Doorman

Elizabeth Rainer

Happy Wife

Theodore Mailer

Young Son

Count Stovall

Men's Room Attendant

Salvatore Inzerillo

Cannoli

Beth Cole

Teacher

Oliver Foot-E'

Swimming Teacher