The Spider-Man star is accused of beating Ruderman in a series of unlicensed poker games in California, taking more than $300,000 (£187,500) in winnings from the bankrupt hedge fund manager, who is currently serving time in prison after being convicted of operating a fraudulent Ponzi scheme.
Bankruptcy trustees filed suit against Maguire in June (11) in a bid to recoup money that Ruderman claims to have lost in the illegal games.
The actor has fired back with a countersuit, insisting the card games were never controlled and did not feature a regular roster of celebrities - as initially reported. Maguire also argued that he should not have to hand back any winnings because he lost just as much money to Ruderman.
The case will go before a trial judge at the U.S. Bankruptcy Court in Los Angeles on the week of 30 January (12), reports Eonline.com.