We take pride in our well-qualified team of attorneys, legal assistants and staff members. John and Alison participate in a family and firm tradition established by their father, Jack. Alison and John actively serve professional, civic and charitable organizations in the community where they both live and work.

john freeborn

John was born in Clearwater, Florida. He is a graduate of Haverford College, Haverford, PA (B.A. Economics), Tulane University School of Law, New Orleans, LA (J.D. with Honors), and New York University School of Law (L.L.M. Taxation) and is licensed in Florida and New York. John practiced in the Trusts and Estates Department of a New York law firm before returning to Florida in 1992 to join his father’s practice. John is Board Certified in Wills, Trusts and Estates. He is a member of the Florida Bar, the Clearwater Bar, and was Chair of its Probate and Guardianship Law Committee for 2009-2010.

John has served on several Boards in Pinellas County including the Financial Counseling Services for Morton Plant Mease Foundation, President of Dunedin Rotary Foundation, the Community Redevelopment Agency Advisory Committee for the City of Dunedin, and the Dunedin Fine Arts Center. John is a past President of the Dunedin Rotary Club and is Vice President of the Pinellas County Estate Planning Council. He serves on the board of Mease Manor, Inc. In his leisure time, John enjoys kayaking and paddle boarding, gardening, and travel.

alison freeborn


Alison was born in Clearwater, Florida. She is a graduate of Mount Holyoke College, South Hadley, MA (A.B. History, 1987), and the University of Wisconsin Law School, Madison, WI (J.D., 1990). Alison is licensed to practice in the states of Wisconsin, Illinois and Florida. Alison practiced in the Litigation Department of McDermott, Will & Emery, a large Chicago law firm, and later Burke, Bosselman & Weaver, a litigation boutique firm, before joining the family firm in 1994. She is a member of the Florida Bar, State Bar of Wisconsin, the Clearwater Bar and its Probate and Guardianship Law Committee and the National Academy of Elder Law Attorneys.

Alison lives in Clearwater with her husband and two children who keep her busy when she is out of the office. She enjoys tennis, swimming, reading, and going to the beach. Alison is very active in the local community through volunteer work and her children’s activities. She is a Past President of the Junior League of Clearwater-Dunedin (2003-2004), a former Board member and membership chair of the Dunedin North Rotary Club, past chair of the School Advisory Committee (SAC) of San Jose Elementary School in Dunedin, past Trustee of the UPARC Foundation, and former Board Member at the Lighthouse of Pinellas and the Dunedin Fine Art Center.



Jack founded the firm and was active until his passing in 2008. He was born in Chicago, Illinois, and practiced law in Dunedin, Florida from 1957 to 2008. He graduated from Georgia Tech (B.S. Engineering), University of Illinois (M.S.) and Stetson College of Law (J.D). He served as Vice President and Trust Officer for First National Bank of Dunedin before entering private practice. Jack was Board Certified in Wills, Trusts and Estates, a Fellow of the American College of Trusts and Estates Counsel, a Member of the Clearwater Bar and its Probate and Guardianship Law Committee, the American Bar Association and the Florida Bar.


Sharon Benson, our probate and trust administration legal assistant, has worked for Freeborn & Freeborn since 1995. Sharon’s extensive experience in handling a variety of estates has given her the skills to help expedite the process, anticipate issues and best represent the personal representative or trustee through the administration. From the opening papers through the final accounting and discharge, Sharon effectively assists our clients and addresses their needs and concerns.

Cyndi Janssen has over 20 years of legal assistant experience. She coordinates all of the real estate document preparation and closings, handles the preparation of estate and trust documents, and fiduciary services for our clients. Cyndi’s role in assisting with bill paying, payroll and other needs related to their personal care is critical in providing our homebound clients the professional services and attention they require as needed and directed by the client or their fiduciary.