James Bobbitt is a highly educated employment attorney with a diverse background. Bobbitt obtained his High School Diploma at Whitney M. Young Magnet High School before enrolling in Northwestern University, where he received a Bachelor's degree in Social Policy. He later pursued his Juris Doctor (J.D.) degree at Washington University in St. Louis School of Law.

Bobbitt has worked with notable law firms, including Dinsmore & Shohl LLP and Brooks, Pierce, McLendon, Humphrey & Leonard, LLP. He has also served as a Judicial Clerk for Hon. Brian C. Edwards at Jefferson County Circuit Court. During his summers, he worked as a Summer Associate at Dinsmore & Shohl LLP and Bingham Greenebaum Doll LLP. Bobbitt also gained valuable experience as a Public Benefits Practice Group Intern at LAF (Legal Assistance Foundation) and as an Administrative Assistant at Kellogg School of Management Office of Financial Planning & Analysis.

His wide-ranging background includes serving as a Student Referee at Northwestern University Intramural Sports, a Financial Representative at Primerica, and Recreational Leader (Camp Counselor) at Chicago Park District. Bobbitt also worked as a Football Manager/Equipment Room Intern at Northwestern University Athletic Department.