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About the Acting Director
Ann Gillespie, Acting Director of the Illinois Department of Insurance, is a former Illinois State Senator for District 27, with extensive experience in managed health care and insurance.
The former State Senator sponsored legislation for the new State-Based Marketplace (SBM), also known as the Illinois Health Benefits Exchange, which Governor Pritzker signed into law last summer. The SBM will operate within the Illinois Department of Insurance, enrolling Illinoisans in Affordable Care Act (ACA) Marketplace health plans beginning November 1, 2025.
During her tenure as a State Senator, Gillespie championed health care and insurance reforms. She served as Chair of the Senate Appropriations Committee for Health and Human Services, Chair of the Medicaid Working Group, and was a member of the Senate Insurance Committee.
Prior to joining the Illinois General Assembly in 2019, Gillespie practiced health care law, served as Chair of the Illinois HMO Guaranty Association, and consulted with state insurance departments managing HMOs in receivership.
Gillespie held several leadership roles in the health care industry, including at CVS/Caremark. She was Vice President, Member Communications Operations, heading member communication strategy and operations for commercial and Medicare lines of business. Prior to that, she was Vice President, Operations Member Experience, leading the Pharmacy Benefit Manager (PBM) enterprise team and overseeing the member experience across Mail, Customer Care, Clinical, and Specialty operations. Previously, she was Vice President & General Manager, Mail Pharmacy Operations in the Chicago area.
Gillespie is a Six Sigma Black Belt with expertise leading teams in health insurance operations process improvement. She holds a B.A. from the University of Illinois at Urbana-Champaign and a J.D. from DePaul University College of Law. Her commitment to community service includes volunteering as a La Rabida Children’s Hospital Tutor and Girl Scouts Illinois Crossroads Service Unit Leader.