NEW YORK (AP) — A Canadian man has pleaded guilty to conspiracy charges in connection with a government crackdown on Internet poker gambling that shut down the three largest online poker companies in the U.S.Ryan Lang entered the plea Tuesday in federal court in Manhattan.Lang said he served as a middleman, helping the poker companies arrange to circumvent U.S. laws meant to prevent banks from processing online gambling proceeds. He says he carried out the crimes from 2007 to the middle of 2010.Lang said he operated from Canada, helping financial brokers who made false statements to the banks to trick them into processing payments.He apologized for the crimes, which carry a potential penalty of up to 30 years in prison.