Movies + TV

Battle of the Leonardo DiCaprio Movies, 2013 Edition: The Great Gatsby vs. The Wolf of Wall Street

Believe it or not: Leonardo DiCaprio has never won an Academy Award despite incredible performances in What's Eating Gilbert Grape (1993), Titanic (1997), The Aviator (2004), The Departed (2006), and Django Unchained (2012). In 2013, the 39-year-old actor stars in two films—both of which have received Oscar buzz and see him play a 30-something, money-making, super-tailored, party-throwing guy. With July marking the halfway point to the red carpet, it's the perfect time to ask: Which grand New Yorker do you think will play to the Academy, Jay Gatsby in The Great Gatsby or Jordan Belfort in The Wolf of Wall Street? See our handy comparative chart, below.


Jay Gatsby

Jordan Belfort




New York Locale

West Egg, Long Island
(Great Neck)

Financial District


The Roaring '20s—right before the market crashed.

The go-go '90s—right before the market crashed.

Book Adaptation

The Great Gatsby,
by F. Scott Fitzgerald

The Wolf of Wall Street,
by Jordan Belfort


Nick Carraway (Toby Maguire)

Donnie Azoff (Jonah Hill)

Net worth

$1 billion, according to Forbes, not including all the illegal Champagne on the premises.

Possibly $100 million dollars, according to the New York
Times, not including all the cocaine that goes up his nose.


Boating blazers and unnecessary canes.

Khaki pants, a gold watch, and unnecessary boat shoes.

Non-period music

Mashups of Jay-Z,
Lana del Rey, and

"Black Skinhead,"
by Kanye West

Bigshot Director

Baz Luhrmann

Martin Scorsese

Academy Appeal

Insider gossip suggests the nomination could go to Best Visual Effects, Best Cinematography, and Best Costume Design—not best actor.

The Academy may punish Leo's antihero for not being an activiste like recent winners past (Lincoln, The Artist, The King's Speech, Milk), but if he's going to get a nomination, it will be for this film.




The Great Gatsby Trailer

The Wolf of Wall Street Trailer

—Laura Delarato. Follow her at @lauradelarato

• • •

Also on
Ryan Gosling on Fight Scenes, His Favorite David Lynch Film, and His Role in Only God Forgives
Hollywood Trend of the Year? Movies to Die For
Fruitvale Station's Michael B. Jordan

Photo courtesy of Warner Bros. Studio/Paramount Pictures
Details Newsletters
I understand and agree that registration on or use of this site constitutes agreement to its User Agreement, and Privacy Policy.
Subscribe to Details
Newsletter Sign Up
  • Get the latest in men's style, grooming, diet, fitness and pop-culture trends every Wednesday. See Sample
  • Get the most popular articles, blog posts, and slideshows of the past week every Saturday. See Sample
I understand and agree that registration on or use of this site constitutes agreement to its User Agreement, and Privacy Policy.
Powered By ZergNet
Subscribe to Details

Daily Newsletter

Get the latest in men's style, grooming, health, and pop-culture news every day.
Will be in accordance with our Privacy Policy