OUR TEAM

Josh’s leadership and commitment to the mission of Fleet Landing have solidified the organization as a top Life Care community in the country and premier choice for health services in Northeast Florida. Josh is a highly analytic thinker, and his vision has expanded Fleet Landing’s impact through the creation of new service lines, including Fleet Landing Home Health, and the opening of the Beacon Pointe expansion.

After earning his bachelor’s degree in health sciences and Master of Business Administration from the University of North Florida, Josh joined the Fleet Landing team in 2005 as director of health care services. He was named CEO in 2010. Josh is past chair of LeadingAge Florida, a statewide association whose mission is to advance the possibilities for aging through service, education and advocacy. He also serves on the board of the World Affairs Council of Jacksonville and is a member of the University of North Florida Brooks College of Health Dean’s Advisory Council.

Josh’s passion for serving older adults began at a young age as a volunteer at Jacksonville’s River Garden Hebrew Home. He most enjoys interacting with such a wide variety of people with fascinating backgrounds and a genuine desire to do good in the world. When not at work, he enjoys traveling with his wife, Stefani, and their three children.

Cynthia oversees Fleet Landing’s business office and financial operations, including the Beacon Pointe expansion. Since joining the team in 2012, Cynthia has been responsible for all accounting functions at Fleet Landing, including accounts payable and accounts receivable, payroll, and general ledger maintenance. She loves the challenge that comes with each day and enjoys making complex financial information understandable for everyone.

A Jacksonville resident for more than 30 years, Cynthia earned a bachelor’s degree in accounting from the University of Florida and a Master of Business Administration from the University of North Florida. When she’s not crunching numbers at her desk in the Coleman Center or having a conversation with staff or residents, you can find Cynthia on the tennis court; having fun with her husband, children and grandchildren; or getting involved with her church community.

Brian Weiss joined Fleet Landing in 2021 after 27 years of dedicated naval service, retiring as the Commanding Officer of Naval Air Station Jacksonville.  His many years of command and diverse experience in leading large organizations in a wide array of public services has prepared him for his new role as Chief Operating Officer.

A Florida native, Brian graduated with a bachelor’s degree from Penn State University on a NROTC scholarship and subsequently received a master’s degree from the U.S. Naval War College.  After commissioning, he attended flight school, and then served in a variety of operational and staff positions world-wide, to include leading the World-Famous Golden Eagles of Patrol Squadron 9 stationed out of Kaneohe Bay, Hawaii.

Brian is drawn to Fleet Landing by its strong sense of community and commitment to enriching lives.  He feels extremely lucky to be part of a premier Continuing Care Retirement Community (CCRC) and the unique opportunities his position offers to enhance Resident life.  In his free time, Brian enjoys biking, traveling, and spending time with his three children and three dogs.

Michele leads Fleet Landing’s trailblazing team member recruitment and retention efforts. She believes that workforce is the critical ingredient in delivering high-quality Resident experiences. Michele joined the Fleet Landing team in 2015 and brings with her almost 20 years of experience in human resources.

Michele graduated cum laude from the University of Missouri-Columbia, where she earned a Bachelor of Science in hotel and restaurant management. She is a certified senior professional in human resources, and she was awarded Chicago’s Regional Manager of the Year by the Illinois Hotel & Lodging Association.

When not working to recruit and retain the best talent, Michele enjoys spending time with her family. Her two children keep her busy with basketball and flag football games, jiujitsu matches, music lessons, and more. Michele and family enjoy living at the beach and love to explore the Greater Jacksonville area.

April is responsible for developing and implementing sales and marketing initiatives for Fleet Landing, including the Beacon Pointe expansion and the impactful Resident Ambassador Program. She has over 15 years of experience in nonprofit continuing care retirement communities across the country in a variety of roles.

A Richmond, Virginia, native, April is a graduate of Virginia Commonwealth University with undergraduate and master’s degrees in social work and a certificate in gerontology.  She is passionate about sharing the story of successful aging, which she sees firsthand every day in the lives of Residents. Outside of her career, April enjoys traveling, rooting for her favorite sports teams, and spending time exploring the beaches of Jacksonville with her husband and two dogs.