Commissioner Madigan holds an Associate in Science degree in Criminology, a Bachelor of Science in Law and a Juris Doctor.  During his studies, Commissioner Madigan was a judicial extern for the 4th District Court of Appeals, a legal term for the San Diego City Attorneys Office, Civil Litigation Unit and was placed on the National Deans List.

Commissioner Madigan is also a core adjunct criminal law professor at a local university and a criminal law instructor at the San Diego Public Safety Training Institute.  He also lectures on Community Oriented Policing and Problem solving through P.O.S.T., police civil liability and has been used as an expert in the investigation of police misconduct cases.  He is also considered an expert in the field of special events liability.

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Commissioner Madigan served the San Diego Police Department from 1978 until 2001 when he retired as a captain. Later he served as the Standards and Compliance /Strategic Manager under San Diego county Sheriff William Gore. 

After graduating number one in his SDPD academy class, Commissioner  Madigan spent the next few years in patrol before an assignment as a training advisor to the Regional Law Enforcement Center.

After an assignment to investigations, he was promoted to sergeant and joined the SWAT team. There, Commissioner Madigan handled many  team incidents, most notably, the 1984 McDonald's massacre.  Promoted to lieutenant in January of 1989, Commissioner Madigan used his off-duty time to study law at the Thomas Jefferson School of Law.

He passed the California State Bar exam in 1992.