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Jim Belushi

Humpty

Juno Temple

Carolina

Justin Timberlake

Mickey Rubin

Kate Winslet

Ginny

Max Casella

Ryan

Jack Gore

Richie

David Krumholtz

Jake

Robert C. Kirk

Boardwalk Vendor

Tommy Nohilly

Humpty's Friend

Tony Sirico

Angelo

Steve Schirripa

Nick

John Doumanian

Ruby's Bartender

Tom Guiry

Flirtatious Man at Ruby's

Gregory Dann

Fishing Buddy

Bobby Slayton

Fishing Buddy

Michael Zegarski

Fishing Buddy

Geneva Carr

Mary

Ed Jewett

Ruby's Customer

Debi Mazar

Birthday Party Guest

Danielle Ferland

Birthday Party Guest

Maddie Corman

Psychiatrist

Jacob Berger

Watch Salesman

Jenna Stern

Tiny

Michael Striano

Sailor on Phone

John Mainieri

John

Candice A. Buenrostro

Capri Waitress (uncredited)

Matthew Maher

(uncredited)

Amelie McKendry

Woman at Amusement Park (uncredited)

Frankie Petrosino

Beach Boy (uncredited)

Brittini Schreiber

Boardwalk Lady / Soldier's Girlfriend (uncredited)

Jillian Shields

Woman on Boardwalk (uncredited)

Marie Smalley

Coney Island Lady (uncredited)

Nico Petrosino

Beach Boy (uncredited)

Julia Losner

Beachgoer

Leonard Zimmerman

Coney Island Beach Hawker (uncredited)