Board & Leadership Council

Dr. Richmond D. Wynn

Position: Chair
: Richmond D. Wynn, Ph.D., is Vice President of Community Engagement and Partnerships at the University of North Florida. He leads efforts to increase the depth and breadth of UNF’s partnerships with communities, stakeholders, and industry leaders. Dr. Wynn is a Licensed Mental Health Counselor and an Associate Professor in UNF’s Clinical Mental Health Counseling Program. In addition to the many professional roles he has held, Dr. Wynn also has a long history of community service. He currently serves on several boards and committees in the greater Jacksonville area, including the Board of Directors for the Policy Center, where he recently became Board Chair.

Dr. Richmond D. Wynn

Chair

Rachic A. Glover

Position: Vice Chair
: Rachic A. Glover is an Assistant General Counsel at Florida Blue, the oldest and largest health plan in Florida. In this role, Rachic leverages her background in administrative law and the legislative process to anticipate and identify legal issues concerning the sale of health insurance, develop strategies to implement related legislation, and advise and counsel with regard to regulatory compliance. Rachic previously spent over a decade working in Tallahassee, FL, practicing law at various state agencies that regulate insurance and health care, most recently as the Deputy Director of Legal Affairs, Life & Health Product Review at the Office of Insurance Regulation. She also worked as a staff attorney and judicial law clerk at the Florida First District Court of Appeal. A proud Florida native, Rachic matriculated at the University of Florida and the Florida State University College of Law, respectively, for her bachelors and juris doctor degrees. With a dedication to philanthropy and volunteerism and a keen interest in improving the lives of women and children, Rachic is a member of Alpha Kappa Alpha Sorority, Inc., the oldest Greek-letter organization established by African American college-educated women, and is a former Vice President of Nominating and Training, Leadership, and Diversity Manager of the Tallahassee Junior League. She is strongly committed to diversity, equity, and inclusion efforts within insurance and the law, as well. Rachic recently joined the Florida Bar’s Diversity & Inclusion Committee and is a current board member of the National African-American Insurance Association, Florida Chapter. Rachic’s greatest accomplishment is being “mommy” to a six-year-old daughter, Ava Grace.

Rachic A. Glover

Vice Chair

Kareen Dorsett

Position: Secretary/Treasurer
: Kareen is Vice President and CFO of Florida Blue Medicare. Earlier roles include Senior Director of Corporate Performance, Budget & Planning for GuideWell, a mutual insurance holding company and parent to Florida Blue, the oldest and largest health plan in Florida. In her corporate finance role, Kareen is responsible for driving the enterprise-wide budget and cost allocation process; leading corporate planning, strategic forecasting, and performance management reporting across GuideWell’s diverse business portfolio. Kareen emigrated from Jamaica to the U.S. at the impressionable age of 18, in pursuit of a B.A. in Actuarial Science from Georgia State University. She earned her professional credential as a Fellow of the Society of Actuaries (FSA) in March 2010 and has subsequently held positions of increasing accountability during her career at Florida Blue. In addition to Kareen’s professional accomplishments, she is passionate about her Caribbean heritage and giving back to the community. When not spending time with her husband, Arend, and three young sons, Anderson, Alexander, and Austin, Kareen dedicates her free time to acts of service. She regularly serves as a Children’s Ministry Volunteer at Christian Family Chapel, where she and her husband have been members for over six years. Kareen is also the current Vice President for the Southeastern Actuaries Conference and has volunteered for several years for the Society of Actuaries Exams & Education Committee.

Kareen Dorsett

Secretary/Treasurer

Shay Bilchik

Position: Director
: Shay Bilchik is founder president emeritus founder of the Center for Juvenile Justice Reform at Georgetown University’s McCourt School of Public Policy. The Center’s purpose is to advance a balanced, multi-systems approach to reducing juvenile delinquency that promotes positive child and youth development, while also holding youth accountable. This work is carried out through the dissemination of papers on key topics; the sponsorship of symposia; Certificate Programs at Georgetown providing leaders with intensive learning opportunities and ongoing support in their systems improvement efforts; and multi-site demonstration projects. Shay has been recognized as a Distinguished Investigator by Georgetown University in 2014, 2015 and 2016 for his field research on multi-systems reform. Prior to joining McCourt on March 1, 2007, Mr. Bilchik was the President and CEO of the Child Welfare League of America, a position he held from February of 2000. Prior to his tenure at CWLA, Shay headed up the Office of Juvenile Justice and Delinquency Prevention (OJJDP) in the U.S. Department of Justice, where he advocated for and supported a balanced and multi-systems approach to attacking juvenile crime and addressing child victimization. Before coming to the nation’s capital, Mr. Bilchik was an Assistant State Attorney in Miami, Florida from 1977-1993, where he served as a trial lawyer, juvenile division chief, and Chief Assistant State Attorney. Mr. Bilchik earned his B.S. and J.D. degrees from the University of Florida.

Shay Bilchik

Director

Judy MacDonald

Position: Director
: Judy Macdonald is the owner of Judy Macdonald Marketing Strategy LLC, a boutique consultancy firm, and serves as the director of marketing for Wahby Financial Group LLC. Her marketing expertise includes 28 years at a Big Four consulting firm and spans a wide range of disciplines including C-level and board member relationship development, scripting and video production, whitepaper editing, board governance programming, global and domestic corporate events, PR and social media campaigns, and corporate communications. Judy is a passionate advocate for women in leadership, and as a result, she co-founded the Jacksonville Women's Leadership Forum, a 501(c)(3) organization dedicated to mentoring the next generation of female executives. Additionally, having experienced the power of peer-to-peer networking firsthand, Judy established the Jacksonville Executive Women's Exchange, an informal group for seasoned professional women to network and share experiences. Recognition: Recipient, WoLF Award, Jacksonville Women’s Leadership Forum (Woman of the year), 2016; Recipient, Federal Bureau of Investigation: Director’s Community Leadership Award; named to the “40 Under 40” list by the Jacksonville Business Journal.

Judy MacDonald

Director

Bernice Davis-Jackson

Position: Director
: Bernice Davis-Jackson is a Senior Vice President and Private Client Manager with Bank of America Private Bank. In this role, Bernice manages relationships for clients as they identify their financial needs. While developing new client relationships and helping to ensure a professional and personal client experience, Bernice is responsible for assisting clients with investment management, strategic banking, and credit, as well as daily liquidity and service needs. Prior to this role, Bernice was responsible for Business Transformation, Strategy and Initiatives within Bank of America. She was responsible for developing and executing programs to streamline operational efficiency, develop organizational structure and routines to manage business priorities. Bernice has worked in the financial services industry for over 15 years and obtained a finance degree from the University of Central Florida and an MBA from Nova Southeastern University. She is also FINRA 7 and 66 licensed. A Jacksonville native, Bernice serves as a board trustee for Jacksonville Country Day School, and a board member for the Delores Barr Weaver Policy Center. In the community, she is an active member of Jack and Jill of America Inc., and her alumni associations. She enjoys spending time with her family and loves to travel and scuba dive.

Bernice Davis-Jackson

Director

Maheem Kaleem, Esq.

Position: Director
: Maheen Kaleem, Esq. is a human rights lawyer who has dedicated her life to creating a world where girls of color are safe and free. She is the Vice President of Programs and Operations at Grantmakers for Girls of Color, a philanthropic organization dedicated to amplifying and mobilizing resources to support transformative organizing work led by girls and gender-expansive youth of color. At G4GC, she has co-stewarded the regranting of over $26 million to 400 organizations in all fifty states, Guam, and Puerto Rico. Maheen has over twenty years of experience engaging youth and families impacted at the intersections of sexual violence and criminalization to lead efforts to advance racial and gender justice. Maheen holds both bachelor’s and law degrees from Georgetown University. She is a first-generation Pakistani-American who was raised mostly in the bay area of California, on Ohlone land. Maheen was named as one of the P100 in Unboxed Philanthropy’s 2023 Philanthropy 100.

Maheem Kaleem, Esq.

Director

Mary Gustafson

Position: Director
: Mary Gustafson is the AVP of Product Marketing at VyStar Credit Union, the 13th largest credit union in the United States. With over 6 years of experience in the financial industry and more than 10 years in Marketing, she is passionate about helping members achieve their financial goals through innovative strategies, including marketing automation, personalized member engagement, and data-driven insights. Mary is currently leading the Financial Fitness initiative at VyStar, empowering individuals to improve their financial well-being. Her dedication to driving member engagement and creating meaningful community impact is central to her work at VyStar.

Mary Gustafson

Director

Leadership Council

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