Tobey Maguire: From Hollywood to Molly’s Game

Pop culture

Did you know that Spider-Man likes playing poker? Well rather, Spider-Man actor Tobey Maguire does.

Whilst making millions at the peak of the superhero trilogy between 2002-2007, the leading actor decided to take up high-stakes poker. online Texas Hold’em for real money seemed to be his game of choice, and he played in both regulated and unregulated matches. Either he was naturally talented or he found an exceptional teacher in 6-time World Series of Poker champion, Daniel Negreanu.

Either way, Spider-Man became pretty successful on the felt. How successful? Let’s take a look:

Tobey Maguire Poker Total Winnings

To date, Tobey Maguire has won $223,645 in regulated poker games. His largest win of $95,480 came at the 2004 National Championship of Poker, where he won the Phil Hellmuth Invitational in a no-limit texas hold’em game.

Keep in mind that for a multi-millionaire, these sums are pocket change—if the rumors are to be believed, Maguire has won far more in unregulated games.

Tobey Maguire’s Best Poker Games

tobey maguire playing poker at wsop

Tobey Maguire plays a hand at the World Series of Poker in Las Vegas, 2006.

Maguire played in 14 regulated games from 2004-2007, and won money at all of them. His only official win came at the Phil Hellmuth Invitational in November 2004, and is undoubtedly his most impressive game to date. Maguire beat 122 other players in the contest including big names such as former United States Poker Champion, Stan Goldstein, and former California State Poker Champion, Lance Allred.

He also achieved top 10 spots in the 2004 Fiesta al Lago III, the 2005 Bellagio Challenge Cup and the 2005 Holiday Bonus Tournament held at the Commerce Casino in California.

Maguire has participated in two World Series of Poker (WSOP) tournaments. In 2005, he played in the 36th annual WSOP and came in 54th place. He won just $6,065 while the winner, poker legend Erik Seidel, took home $611,795. That said, more than 1,400 players paid the $2,000 buy-in, so 54th is still an impressive result!

Following a year out, Maguire returned to WSOP in 2007. He played in two games. In the first, he played 728 players and came in a respectable 66th. His $6,159 winnings covered the $5,000 buy-in with money to spare.

The second game entered was the World Championship of No-Limit Hold’em. It had a $10,000 buy-in and over 6,300 players. Maguire bowed out in 292nd place, earning $39,445. The winner of the game took home over $8 million. Not a bad day at the office!

Tobey Maguire Poker Stats

  • Casino Winnings: $223,645
  • Poker Titles: 1, Phil Hellmuth Invitational No-Limit Hold’em Poker
  • Career Cashes: 14
  • Biggest Career Cashes:
    • Phil Hellmuth Invitational No-Limit Hold’em Poker at ’04 National Championship of Poker: $95,480
    • Event 55 – World Championship No-Limit Hold’em ’07 38th Annual World Series of Poker: $39,445
    • No-Limit Hold’em ’05 Bellagio Challenge Cup: $22,885′
    • No-Limit Hold’em ’04 Festa al Lago lll Poker Tournament: $17,967
    • No-Limit Hold’em ’04 Mirage Poker Showdown (WPT): $16,201

Tobey Maguire & Molly’s Game

Maguire has become somewhat of a controversial figure in recent times. Following a few successful years as the face of the Spider-Man franchise, he amassed numerous reports of bad behavior from co-stars and cast members alike.

With the exception of a brief stint voice acting in Boss Baby (2015), he has worked exclusively as a producer and director since 2014.

This move coincides with the release of Molly’s Game, the 2014 memoir of Molly Bloom who ran a series of underground poker games for the rich and famous in the early 2000’s. Frequent players included Leonardo DiCaprio, Ben Affleck and, of course, Tobey Maguire. If Bloom’s memoir is to be believed, Maguire was the “worst tipper, the best player, and the absolute worst loser.”

This, along with a string of other toxic accusations in the book, have had a negative effect on his public persona. The antagonistic character of Player X in the film adaptation of the story, released in 2017, was based on Maguire.

Since Bloom’s games were shut down in 2011, Tobey Maguire has been absent from the poker scene.

Looking to play some Texas hold’em, or free five card draw poker online yourself? Check out our guide to the most trusted online poker rooms.

Back To Top
Back To Top