- (1980 - 1983) Superintendent of Police, Boston Police Department
- Served as chief of police of Boston, New York City and then Los Angeles before becoming a high-level security consultant, one who now advises London's police dept.
- (1983 - 1986) Chief of Police, Massachusetts Bay Transportation Authority
- Named a Commander of the Most Excellent Order of the British Empire (CBE) on Sept. 11, 2009 by Queen Elizabeth II.
- (1986 - 1990) Superintendent, Metropolitan District Commission Police, Boston
- Has been married four times; since 1999 to former criminal-defense attorney and former TruTV personality Rikki Klieman.
- (1990 - 1991) Chief of Police, New York City Transit Authority
- (1991 - 1994) Superintendent in Chief / Commissioner, Boston Police
- (1994 - 1996) Chief of police, New York City
- (October 2002-present) Chief of police, Los Angeles
- Don Siegel's Madigan is his favourite film.
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