Terry obtained an Associates Degree from Sauk Valley Community College where he was on a basketball scholarship. He then went on to earn his Bachelor of Arts degree in Criminal Justice from Illinois State University and his Juris Doctor degree from Southern Illinois University in Carbondale. After completing his studies at SIU School of Law, he began his legal career working for the Missouri State Public Defender's Office in Buffalo, Missouri. During the two year period, he worked for the State of Missouri, he defended both misdemeanor and felony defendants and tried his first cases. He then entered private practice in Springfield, Missouri working for a successful civil litigation law firm which primarily represented personal injury, workers compensation, and medical malpractice claimants. There he did trial and appellate work, including arguing his first case before the Southern District of the Missouri Court of Appeals. He is a member of the Illinois and Missouri State Bar Associations.