Take a minute to meet our dedicated team of experienced leaders. They provide the foundation for the service excellence you expect from a not-for-profit Pinnacle Living Community. They are here to empower individuals with choices in purposeful living, built on our values of culture, stewardship, partnership, diversity, hospitality and quality.
Andrea brings more than 20 years of experience growing and leading teams through organizational change, improving operations and driving revenue, while delivering the highest levels of satisfaction. She has worked in the senior living space since March 2013. Andrea holds a Bachelor of Business Administration degree and a Master of Business Administration degree, both from William & Mary. A lifelong resident of the Virginia Peninsula, Andrea and her husband have two sons. They enjoy spending time with their extended family, whom they are lucky enough to be surrounded by. Andrea’s favorite things to do are reading, hiking and spending time at the beach.
Lindsay is a Williamsburg native. She joined WindsorMeade in 2022. Lindsay has over 14 years of experience in sales and marketing. Prior to coming to WindsorMeade, Lindsay worked with pharmaceutical companies with a concentration in patient advocacy, for a local hospital system and for a hospice company with a national presence. Lindsay is passionate about being involved within the greater Williamsburg community. She is currently a member of the Williamsburg Chamber Women’s Business Council. She resides in Williamsburg with her husband and son.
Holly joined WindsorMeade Williamsburg in 2013. She oversees all aspects of lifestyle and wellness on the WindsorMeade campus, including but not limited to event planning, concierge services, transportation, health and fitness, volunteerism, community outreach, and chaplaincy services. Holly has more than 20 years of experience in the entertainment and hospitality industry and has worked for Insignia Management Group, Signature Management Company, Busch Entertainment Corporation and Roseland Property Company. Holly is a 2023 graduate of the LeadingAge Virginia Leadership Academy, a graduate-level curriculum focused on leadership development, advocacy, innovation and change. Holly is an avid reader who enjoys power walking, skiing, paddleboarding and long walks on the beach.
Kevin joined WindsorMeade in 2008. After studying at the Culinary Institute of America, he worked in Zurich, Switzerland, at Swissôtel International’s restaurant, the Panorama Grille. Back in the States, he has enjoyed working in several fine establishments, including Amelia Island Plantation in Florida and the historic Martin’s Tavern in Georgetown in Washington, D.C.
Kevin has been an active board member of the Williamsburg Area Restaurant Association, the ChefsGo 1.0 Culinary Program through Virginia Peninsula Community College and the Culinary Institute of Virginia. LeadingAge Virginia recently recognized him with the Vision Award, an honor recognizing an individual who has made outstanding contributions to aging services through inspirational leadership and vision.
Janet’s passion for human resources began upon recognizing its pivotal role in shaping the success of a company’s mission through effective team management. This realization propelled her to attain the Society for Human Resource Management Senior Certified Professional (SHRM-SCP) designation. Janet earned her Bachelor of Science degree in business management in 2012 and later pursued her Master of Science degree in administration of human services, completing it in 2016. Beyond her professional endeavors, Janet cherishes spending time with her husband, five children, fifteen grandchildren, and their beloved grand dog and three grand cats.
Tammy joined the WindsorMeade team in 2018. She brings more than 20 years of nursing experience, including 15+ years working with the senior population in long-term care nursing and rehabilitation. Tammy received her Bachelor of Science degree in nursing from Hampton University. She oversees the day-to-day operations of the clinical team in the licensed areas and the clinic. Tammy dedicates herself to improving the quality of life for the residents. Tammy is also a Licensed Nursing Home Administrator as of January 2024. Tammy resides in Newport News with her husband and two children.
Steven has more than 20 years of experience in construction and property management with commercial and residential facilities. He has a Bachelor of Arts degree in facilities management from the University of Massachusetts and a Bachelor of Arts International degree from American International College. Before coming to WindsorMeade, he managed and developed the integration of a new 24-story high-rise at a Life Plan Community in South Hampton Roads. Steven is a native of Vermont and served in the U.S. Air Force. He is an avid traveler and has crossed the Atlantic Ocean over 50 times.
Kesha is a seasoned accountant with 15+ years of experience across real estate, banking, manufacturing and adult education, with a strong foundation in auditing, reconciliation and financial analysis. She holds a Master of Science degree in accounting with a minor in information systems, providing her with a deep understanding of accounting principles and the technological tools essential for success. Kesha’s committed to remaining updated on the latest developments, regulations and best practices. She is a 2024 LeadingAge Virginia Leadership Academy Fellow. Outside of work, Kesha enjoys quality time with her family and indulging her passion for crafting, channeling her creativity into one-of-a-kind works of art.
Debbie joined WindsorMeade in 2009 after a career with IBM. She has a wealth of experience and has held a variety of roles within WindsorMeade. Debbie earned her degree from University of Maryland. Debbie and her husband enjoy sharing time with their family and grandchildren, watching and attending sporting events, exercising and outdoor activities.
