Detective Chris Mason, formerly with the Milwaukee County District Attorney's office, was one of the subjects of Attorney Michael F. Hupy's December 18, 2004, letter to former Mayor John Norquist about illegal activity on the part of law enforcement officers in Milwaukee. Mason was a detective employed by the Milwaukee County District Attorney's office. Hupy complained that Mason and members of the Milwaukee Police Department had engaged in violating constitutional rights of club members and were engaged in systematically harassing them.
The complaints of the club members included telling the owner of a tavern in Milwaukee that he should fire one of his employees and not let him back on the premises because he is a member of the Outlaws Milwaukee Motorcycle Club.
Since Hupy's letters, there were additional complaints to the District Attorney's office. One woman who complained was not a club member, but has been the Paralegal to the senior partner of a prominent law firm for 22 years. Her son is a member of the Outlaws Milwaukee Motorcycle Club. More recent allegations against Mason include threatening to kill a member of the Outlaws Milwaukee Motorcycle Club outside a bar on Water Street, ordering another club member to leave the tavern, and assaulting a fellow law enforcement officer.
Shortly before Mason's resignation, in August 2004, Hupy and a member of the club met with investigators from the Milwaukee County District Attorney's office with the Paralegal who had complained also present.
Mason moved out of the State of Wisconsin in August, 2004, after resigning his job with the Milwaukee County District Attorney's office.