Jane Cheshire Gilbert, CPA

Jane Gilbert is a Senior Advisor with the Public Sector Healthcare Roundtable. The Public Sector HealthCare Roundtable is a non-partisan, member-directed coalition that exists to give public sector health care purchasers and state and local health plan administrators a voice in the design, development, and implementation of national health care policy. The Roundtable does this by providing in-depth policy analysis and a forum to collectively engage with key decision-makers in Washington, DC.  

Previously, she was the Senior Federal Strategies Liaison and Director of Retiree Health Care for the Teachers’ Retirement System of the State of Kentucky (TRS), having served TRS retirees for almost 23 years. She managed two retiree health plans covering 48,000 retirees. She also served as a leader in the areas of health insurance cost containment, project management, risk management, and federal health care solutions.

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

Ms. Gilbert graduated with honors from Bellarmine University in Louisville, Kentucky, with a Bachelor of Arts in Accounting in 1987, became a CPA in 1992, and achieved her Certified Government Benefits Administrator (CGBA) designation in 2012, now Lifetime Designation. Ms. Gilbert served on the Board of the State and Local Government Benefits Association and was involved with the Public Sector Healthcare Roundtable since inception.