So much of what happens at Fleet Landing on a daily basis is thanks to the efforts of many people working together as a team. This includes our leadership team, of course, but it also includes each and every team member who pays attention to the details and goes the extra mile to serve a Resident, to assist a coworker or to do something outside of their job description just because they see that it needs to be done. When a team member knows your name, asks about your grandchildren, remembers how you like your eggs cooked or chats with you about your hobbies, it’s not because they are required to do so — it’s because they genuinely care.

To learn more about Life Care and senior living options at Fleet Landing, schedule a visit or meet with a member of our leadership team — please call (904) 748-2252.

Chief Executive Officer, Joshua Ashyby

Joshua Ashby

Chief Executive Officer

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.

Chief Executive Officer, Joshua Ashyby

Cynthia Hack


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.

Chief Executive Officer, Joshua Ashyby

Brian Weiss

Senior Director of Campus Services

Brian Weiss joined Fleet Landing 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 role as Senior Director of Campus Services, where he will oversee Plant Operations, Remodeling, Housekeeping, and Safety and Security.  

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 patrol squadrons and staff positions world-wide.  From there, Brian commanded the World Famous Golden Eagles of Patrol Squadron 9 stationed out of Kaneohe Bay, Hawaii.

Brian was initially 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.

Chief Executive Officer, Joshua Ashyby

Julia Pratt

Senior Director of Health Care Services

Julia oversees the Derfer Healthcare Pavilion, The Therapy Center, Leeward Manor, Nancy House, and Fleet Landing Home Health. She has worked in senior living in a variety of settings for more than 20 years. Her passion for ensuring that all individuals have the highest level of participation in life has strongly influenced her career.

Julia graduated from the University of North Florida with a bachelor’s degree in physical therapy. She serves multiple organizations that focus on promoting rights for seniors in our community, including her role as regional director for the Florida Assisted Living Association. For Julia, being part of a family that cares for those we serve is the reason she looks forward to coming to work each day.

Born and raised in Pennsylvania, Julia met her husband of 29 years in the Air Force. They moved to Florida to attend UNF and have raised two daughters here. When Julia isn’t doting on family, she enjoys reading, baking and going to Disney.

Chief Executive Officer, Joshua Ashyby

Michele Holley

Senior Director of Human Resources

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.

Chief Executive Officer, Joshua Ashyby

Jennifer Joy

Director of Wellness

Jennifer leads the development and oversight of Fleet Landing’s award-winning WELLInspired program, as well as transportation services. She joined the team in 2018 and is focused on facilitating collaborative opportunities for all levels of vibrancy across the Fleet Landing’s continuum of care according to the American College of Sports Medicine’s Exercise is Medicine® model.

Jennifer holds a bachelor’s degree in corporate wellness from the University of Alabama and a master’s in exercise science from Louisiana Tech University. Jennifer’s career path includes experience in the university setting as an adjunct professor and a tenure-tracked professor, as well as in a variety of rehabilitation and wellness settings.

A Maine native who then transplanted to Alabama, Jennifer has resided at the Beaches for 15 years. She has always been involved in wellness and is an avid long-distance runner, yogi, and mother of three.

Chief Executive Officer, Joshua Ashyby

April Morin

Director of Sales and Marketing

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.