Core Values in Action

“Success:  To laugh often and much; To win the respect of intelligent people and the affection of children; To earn the appreciation of honest critics and endure the betrayal of false friends; To appreciate beauty; To find the best in others; To leave the world a bit better whether by a healthy child, a garden patch or a redeemed social condition; To know even one life has breathed easier because you have lived; That is to have succeeded.”  -Ralph Waldo Emerson

Jessica Alley is a Partner in the Litigation Practice Group and a member of the Firm’s Insurance/Reinsurance Industry Team. In the area of professional liability defense, Jessica focuses on the defense of professional malpractice claims brought against insurance agents and attorneys. She has defended hundreds of professional liability suits during her career, representing clients in state and federal courts as well as private arbitrations. She also has extensive experience defending high profile and high-stakes qui tam cases brought under the False Claims Act. In the area of insurance coverage, Jessica has provided counseling to insurers in construing insurance policies and litigated numerous declaratory judgment actions on behalf of domestic and foreign insurers.

Prior to joining Freeborn, Jessica was a Partner at Phelps Dunbar, where she served on the firm’s eDiscovery Team and the firm’s Operations Committee.


  • Obtained summary judgment for healthcare company in response to allegations of fraud under the False Claims Act (2016), which was recently affirmed on appeal (2017)
  • Obtained summary judgment in favor of insurance agency on multimillion-dollar claim (2014)
  • Obtained summary judgment for over $1 million dollars in costs and fees against adversary (2013)
  • Obtained a defense verdict in high profile, multi-million dollar legal malpractice trial, which was affirmed on appeal (2012)
  • Obtained judgment in favor of public company in two qui tam health care fraud actions under the False Claims Act (2009)
  • Obtained summary judgment in favor of an insurance agency on multi-million dollar claim (2006)
  • Obtained summary judgment in favor of insurer in declaratory judgment action (2004)
  • Obtained dismissal of insurance agency Pollywog Trans., Inc. v. Abest Agencies, 2004 WL 2673225, at * 1 (M.D. Fla. July 16, 2004)
Honors & Awards: 
  • The Best Lawyers in America - Commercial Litigation, 2018 - present
  • AV® Preeminent Peer Review Rated by Martindale-Hubbell
  • Florida Super Lawyers – Rising Stars 2013-2014
  • Tampa Bay Business Journal – Business Woman of the Year (finalist)
Professional Activities: 
  • The Florida Bar, Appellate Practice Section and Trial Lawyers Section
  • Florida Bar Grievance Committee Member (2016 to the present)
  • Hillsborough County Bar Association
  • Hillsborough Association for Women Lawyers (Board of Directors, 2006-2007; Officer, 2007-2008)
  • Litigation Counsel of America
  • Professional Liability Underwriting Society
  • Defense Research Institute
Speaking Engagements: 
  • Presenter, "Florida Insurance Agent Standard of Care," Kansas City, KS (November 2015)
  • Presenter, "Discovery in an Electronic World," Chicago, IL (October 2015)
  • Presenter, "Third-Party Bad Faith in Florida," Chicago, IL (October 2015)
  • Tampa Bay Business Journal's Inaugural Bizwomen Summit, Mentor (8/22/2014) - (08/22/2014)
  • Presenter, "Discovery in an Electronic World," Kansas City, KS (June 2014)
  • Presenter, "Third-Party Bad Faith in Florida," Kansas City, KS and Chicago, IL (October 2012)


J.D., Florida State University College of Law, with honors, Phi Delta Phi
B.A., Stetson University

State Bar Admissions


Federal Bar Admissions

United States Supreme Court
United States Court of Appeals for the Eleventh Circuit
United States District Court, Middle District of Florida
United States District Court, Northern District of Florida
United States District Court, Southern District of Florida

Community Service

  • Junior League of Tampa
  • Hyde Park United Methodist Church