Stealing Sinatra Poster

Stealing Sinatra 2003

★ 5.423 votes96 min📅 2003-01-24

"What's a little kidnapping among friends?"

Directed by Ron Underwood, *Stealing Sinatra (2003)* dives into a brash true-crime adventure that blends ambition, friendship, and a dash of Hollywood glamour. The story follows a young man who talks his buddies into a high-stakes scheme: kidnapping Frank Sinatra Jr.

Director: Ron Underwood

Cast

David Arquette
David Arquette
Barry Keenan
William H. Macy
William H. Macy
John Irwin
Thomas Ian Nicholas
Thomas Ian Nicholas
Frank Sinatra, Jr.
Matthew Bennett
Matthew Bennett
Agent Flett
Deanna Milligan
Deanna Milligan
Betty Amsler
Desiree Zurowski
Desiree Zurowski
Sue Irwin
Sam McMurray
Sam McMurray
Agent Stamek
Eric Johnson
Eric Johnson
Dean Torrence
Ryan Browning
Ryan Browning
Joe Amsler
Michael Coristine
Michael Coristine
Jan Berry

Frequently Asked Questions

What is Stealing Sinatra (2003) about?

Inspired by true events, the film follows a trio of friends who hatch a bold plan to kidnap Frank Sinatra Jr. in hopes of securing a life-changing payday. What begins as a high-risk scheme quickly spirals into a test of their wits and loyalty.

Who directed Stealing Sinatra?

Ron Underwood, known for blending drama with lighthearted storytelling, directed *Stealing Sinatra (2003)*.

Who stars in Stealing Sinatra?

The film features David Arquette, William H. Macy, and Thomas Ian Nicholas in key roles, supported by a talented supporting cast including Matthew Bennett and Deanna Milligan.

Is Stealing Sinatra (2003) worth watching?

With its gripping premise and strong performances, *Stealing Sinatra (2003)* offers an entertaining mix of crime drama and dark comedy. While it's not a blockbuster, it's a solid choice for fans of character-driven true stories.

How long is Stealing Sinatra?

Stealing Sinatra runs for 96 minutes, making it a concise and engaging watch.

About Stealing Sinatra (2003) — A Wild True-Crime Adventure with David Arquette and William H. Macy

Directed by Ron Underwood, *Stealing Sinatra (2003)* dives into a brash true-crime adventure that blends ambition, friendship, and a dash of Hollywood glamour. The story follows a young man who talks his buddies into a high-stakes scheme: kidnapping Frank Sinatra Jr. for a quick cash grab. Set against the backdrop of 1960s America, the film captures the reckless energy of the era through sharp dialogue and tense sequences, all while exploring themes of loyalty, greed, and the lengths people go to chase their dreams.

The cast, led by David Arquette, William H. Macy, and Thomas Ian Nicholas, delivers performances that balance humor and suspense, making this crime drama more than just a heist gone wrong. *Stealing Sinatra (2003)* isn't just a story about crime—it's a character-driven drama that asks what happens when friendship and ambition collide.