Ryan Lang, one of the 11 individuals named in the Black Friday indictments from April 15 last year, has pleaded guilty in New York, the Wall Street Journal reports.

Lang, 37, entered the plea in U.S. District Court in Manhattan, admitting to have served as a middleman between poker companies and brokers who tricked banks into processing money for the gambling businesses.

Lang said that he knowingly helped poker companies by-pass U.S. laws from 2007 to 2010, operating from Canada where he helped brokers create false companies and statements to trick banks into processing the illegal payments.

He pleaded guilty to commit tax fraud and violating the UIGEA, accepting funds in connection with Internet gambling and conspiracy to commit money laundry.

"I wish to publicly apologize to anyone I've harmed by my conduct," Lang said in court.

He will now face a potential penalty of up to 30 years in prison, with sentencing set for September 24, 2012.

The guilty plea came on the same day as federal prosecutors unsealed another indictment against Bodog and its founder Calvin Ayre, alongside three other men who are believed to have worked as supervisors for the company.

According to the indictment, federal agencies worked for more than six years on an investigation against Bodog and Ayre, using undercover agents and former employees as informers to build the case.

Ayre is accused of running a potential online gambling operation and conspiracy to commit money laundry, and could face a prison penalty of up to 25 years.