Billy Bulger's power as President of the Massachusetts Senate intrigued Carr. He began to research both the politician and his gangster brother. Indeed, Carr's arrival on Madison Street in Somerville, Massachusetts, in the late 1970s meant he was perfectly placed to do just that, for Somerville's Marshall Motors garage (at 12 Marshall Street; now a church) was an early base of the Winter Hill Gang. In 1978, the second leader of the Winter Hill Gang, Howie Winter, who lived one street away from Carr, on Montrose Street, was jailed on federal "horse race fixing" charges. Bulger succeeded him, and remained the boss until 1995, the year after he fled Boston due to a pending federal indictment. Whitey was on the FBI's Ten Most Wanted list from 1999 until his arrest in Santa Monica, California, on June 22, 2011. He had a $2 million bounty on his head. Kevin Weeks replaced Bulger but was arrested and imprisoned in 2000. He was released in 2005 after having served as a cooperating witness for the FBI.