Jane Cheshire Gilbert is the director of retiree health care for the Teachers’ Retirement System of the State of Kentucky (TRS) and has served TRS retirees since April 2002. She manages two retiree health plans covering 48,000 retirees. She also serves as a leader in the areas of health insurance cost containment, project management, risk management and federal health care solutions.

Gilbert served in management and directorship positions for a Louisville Kentucky law firm and cost containment company, The Rawlings Company, from 1989 through 2002. Prior to that, she worked as an accountant for a national CPA firm.

Gilbert earned a bachelor’s degree in accounting from Bellarmine University in Louisville, Kentucky and is a certified public accountant and a certified government benefits administrator. She currently serves on the board of the State and Local Government Benefits Association and is a member of the Public Sector Healthcare Roundtable.