Ayanna Hypolite

Ayanna Hypolite joined Ossi Law Group, P.A. in 2024. She practices Estate Planning, Wills, Trust, and Probate Administration. Ayanna is a native of Chicago, Illinois. She attended Lewis University and graduated with a degree in Business Administration and a minor in Human Resources. Ayanna was a member of the Lady Flyers Cross Country and Track teams. Ayanna was named to the Great Lakes Valley Conference All-Academic Team multiple times for her academic success while a student-athlete.

Ayanna later earned a Master of Business Administration (MBA) from Lewis University. She fell in love with the law while taking a Business Law class for her MBA. Not thrilled about the idea of three more years of school, she followed the lure of warm weather (and a few friends) to Orlando, Florida. Ayanna enjoyed a rewarding career at Valencia College for eight years.

With law school still calling, though, Ayanna began at Barry University Dwayne O. Andreas School of Law in 2012. She attended law school part time while still working at Valencia College. Ayanna earned her degree of Juris Doctor in May of 2016. She also earned an Environmental and Earth Law Honors Certificate and a book award (top of the class) in Land Use Planning.

Ayanna began the practice of law in Gainesville, Florida at Wershow and Schneider, P.A. She practiced family law and estate planning for four years. Just prior to joining Ossi Law Group, P.A., Ayanna served as General Counsel for a Florida public school board, and practiced civil litigation for nearly four years. She enjoys meeting clients and preparing solutions to meet their needs.

Ayanna is a Florida Supreme Court Certified County Court Mediator and is trained in negotiation and dispute resolution.

Ayanna has lived in Gainesville since 2017 and is proud to call North Central Florida home. She is an active supporter of education and her local community. Ayanna enjoys attending festivals and outdoor activities with her husband and two sons.

Education 

Lewis University, Bachelor of Science in Business Administration, Minor: Human Resources, 2004

Lewis University Graduate School of Management, Master of Business Administration (MBA), Concentration: Marketing, 2006

Barry University Dwayne O. Andreas School of Law, Environmental and Earth Law Honors Certificate, 2015; Juris Doctor, 2016

Bar Admissions

Florida, 2016

U.S. District Court, Middle District of Florida, 2023

Professional Associations and Memberships 

Real Property, Probate and Trust Law Section of the Florida Bar

The Florida Bar

  • Education Law Committee

  • Young Lawyers Division

Eighth Judicial Circuit Bar Association, Board Member

Gerald T. Bennett American Inn of Court, Member

Dream on Purpose, Board Member