Jessica Farrelly


D 813.774.3486
[email protected]


  • University of Dayton, B.A., English, cum laude; Scholar Athlete
  • Suffolk Law, J.D., cum laude; Executive Member, Moot Court Honor Board

Jessica Farrelly is a Partner in Freeman Mathis & Gary, LLP's Tampa office. Ms. Farrelly concentrates her practice in the area of employment law.  Her extensive employment litigation experience includes representing employers in the defense of all types of employment law claims at the administrative, trial and appellate levels.  In the state and federal courts in Florida and Massachusetts, Ms. Farrelly has litigated claims of race, national origin, sex, pregnancy, religious discrimination, and retaliation under Title VII of the Civil Rights Act; age discrimination claims under the Age Discrimination in Employment Act, disability discrimination claims under the Americans with Disabilities Act, and wage and hour claims under the Fair Labor Standards Act.  Ms. Farrelly has defended similar discrimination and harassment claims under state law, as well as retaliation claims under Florida’s workers’ compensation retaliation statute and the public and private sector Whistleblower Acts.

Ms. Farrelly also represents management before administrative agencies such as the Equal Employment Opportunity Commission, the Florida Commission on Human Relations, and the Massachusetts Commission Against Discrimination.   She has conducted workplace investigations involving allegations of employee misconduct, sexual and other harassment, discrimination, and bullying.

Ms. Farrelly also regularly provides practical counseling and risk management guidance to management and assists with developing proactive measures to minimize future risk and liability.  She assists employers with a broad range of employment issues, such as analyzing staffing arrangements, drafting employment and independent contractor agreements, and guiding management and human resources personnel through potential pitfalls related to interviewing, hiring, performance evaluations, discipline, accommodations, and terminations.  Ms. Farrelly also collaborates with employers regarding review and drafting of handbooks and policy manuals.  She provides tailored in-house training regarding discrimination, harassment, discipline, and other employment law issues.    

In addition to employment law, Ms. Farrelly’s broad-based litigation experience spans several other areas.  She has successfully litigated claims involving wrongful death, negligence, premises liability, over-service or dram shop allegations, professional liability, and other general complex liability matters.  Throughout her career, Ms. Farrelly has won jury trials in state and federal courts in both Florida and Massachusetts. 

Ms. Farrelly also has significant appellate experience.  She has successfully handled appeals and argued before the U.S. Court of Appeals for the First Circuit, the Appeals Court of Massachusetts, and the District Court of Appeals in Florida, First and Fifth Districts.

Outside of work, Ms. Farrelly is an avid runner who completed the Boston Marathon.  She was also a Division I tennis player while at the University of Dayton.  She currently enjoys watching her son play basketball, and her daughter perform on stage.

Bar Admissions



U.S. Court of Appeals, First Circuit

U.S. District Court Northern District of Florida 

U.S. District Court, Massachusetts

U.S. District Court, Middle District of Florida

U.S. District Court, Southern District of Florida

Representative Cases & Clients
  • Santangelo v. N.Y. Life Ins. Co., Civ. Action No. 12-11295-NMG, 2014 WL 3896323 (D. Mass.
  • Aug. 7, 2014) aff’d, 785 F.3d 65 (1st Cir. 2015)
  • Zang v. NRT New England Inc., 77 Mass. App. Ct. 665 (Sept. 14, 2010)
  • Hrynkiw v. Allstate Floridian Ins. Co., 844 So.2d 739 (Fla. Ct. App., 5th Dist. May 9, 2003)
  • Wausau Ins. Co. v. Tillman, 765 So.2d 123 (Fla. Ct. App., 1st Dist. June 19, 2000)
  • The Florida Bar:  Member; Labor & Employment Law Section
  • Sarasota County Bar Association: Member (2015 to present)
    • Labor & Employment Law Section, Chair (2017-2018)
    • Health & Wellness Committee Member, 2017
  • Florida Association of Women Lawyers (FAWL), Sarasota Chapter
    • Member (2015 to present); Vice President (2017-2018); President (2018-2020); Immediate Past-President (2020-2021)
  • Massachusetts Bar, Inactive Member
Awards and Recognition
  • 2021 – Leader in the Law Award, Florida Association for Women Lawyers