Attorney Reilly grew up in Derby, Connecticut and is presently a resident of Seymour. He is a Magna Cum Laude graduate of Quinnipiac College in 1976 earning a Bachelor of Science Degree in Accounting. He attended the University of Bridgeport School of Law(now the Quinnipiac University School of Law) graduating second out of a class of 131 in 1980 earning an award for Academic Excellence. He also received a Master of Laws Degree(LLM) in Taxation and Business from the University of Bridgeport School of Law in 1987. He is a member of the Connecticut Bar as well as the U.S. District Court and the U.S Tax Court. He is also a member of the Connecticut Bar Association and the American Bar Association.