Michelle Masoncup

Michelle Masoncup, Director of Contracts and Compliance, is an experienced legal professional. Her principal areas of responsibility at Hagerty Consulting are developing, evaluating, and negotiating a wide range of business agreements for the company. Additionally, she supports the firm’s contract and corporate compliance by advising on requirements for applicable statutes and regulations.

Prior to joining Hagerty, Michelle served as the General Counsel for the Illinois Department of Commerce and Economic Opportunity. In this role, she oversaw all the Department’s legal affairs, which included advising senior management on the interpretation and compliance with applicable statutes, rules, and regulations impacting the agency; formulated and implemented policies to further Department and State goals and initiatives; and negotiated contracts and agreements on behalf of the agency. During her time at the State, she drafted significant legislation and the associated administrative rules, including the Local Coronavirus Urgent Remediation Emergency Support Program (Local CURE) which was passed by the Illinois General Assembly (P.A 101-0637) to provide COVID-19 relief to units of local government.

Michelle also has extensive experience at the local government level, serving in various roles, including the Corporation Counsel for the City of Evanston, Illinois. At the City of Evanston, Michelle negotiated complex contracts, served on teams to negotiate collective bargaining agreements, and advised staff and elected officials on legal matters. Michelle’s breadth of experience and leadership within local and state government provides a helpful perspective to serve Hagerty as it continues to grow nationwide.

Michelle received a Bachelor of Business Administration with honors in management from the University of Iowa, Tippie College of Business. She then received a Juris Doctor (J.D.) degree from the Valparaiso School of Law, and is licensed to practice law in Illinois.