Shaun M. Cummings is a native Floridian and grew up in Ocala, Florida. He is admitted to practice in all Florida state courts, all Texas state courts, the U.S. Court of Appeals for the Eleventh Circuit, and several U.S. District Courts including the Middle District of Florida, the Southern District of Florida, and the District of Colorado. He is a Board Certified civil trial lawyer, meaning he is recognized by the Florida Bar as having the special knowledge, skills, and proficiency, as well as the character, ethics, and reputation for professionalism in the area of civil trial law.
Shaun is part of FlorinǀRoebig’s personal injury and medical malpractice teams and handles large-loss first party insurance claims. He has been selected by Super Lawyers Magazine as a Rising Star for four consecutive years starting in 2021, is recognized by the National Trial Lawyers Association as a Top 40 Under 40 and Top 100 Civil Plaintiff’s attorney nationwide, and has been accepted as a life-long member in the “Multi-Million Dollar Advocates Forum,” a distinction that less than one percent (1%) of all lawyers in the country have earned.
In March 2025, Shaun was part of the trial team that won a contested jury verdict of $200 million in a wrongful death case (Pinellas County), which is one of the Nation’s largest ever verdicts of this type. In that case, the defendant spent over $5M dollars in attorney’s fees defending the case which was featured earlier on a 2017 CBS News episode titled “ The Strange Life of Dr. Schwartz “.
Before that, in 2023, Shaun was lead trial counsel in a wrongful death case in Hillsborough County which resulted in a $150 million jury verdict, which was a Top 10 jury verdict in the State of Florida. And in 2016, Shaun was part of the trial team that won the largest contested jury verdict in Hernando County history ($42 million).
Prior to graduating cum laude from Stetson University College of Law, Shaun served on Stetson’s Law Review and was a member of the Trial Team, which has been ranked as the nation’s #1 trial team 20 times by U.S. News and World Report. He was also the American Bar Association’s national liaison for the Law Student Division, a teaching assistant for the Honorable Judge David A. Demers (6th Judicial Circuit Court of Florida) and was accepted into the Honor’s program. During his third year, Shaun interned with the Honorable Judge Elizabeth A. Kovachevich (United States District Judge for the Middle District of Florida), as well as with the United States Department of Justice, Office of the U.S. Trustee.
As a member of Stetson’s Trial Team, Shaun earned individual awards for his excellence in trial advocacy and was inducted into the National Order of Barristers. In 2014, he was selected as a student-coach for the National Top Gun Trial Competition held in Waco, Texas. After graduating, Shaun served as the coach for the Stetson Trial Team that won the American Association of Justice Regional and National Championship in April 2015.
In August of 2023, Shaun joined Stetson Law School as an adjunct professor teaching Trial Advocacy.
As a member of Stetson’s Law Review, Shaun’s work was published in the 2014 Norton Annual Survey of Bankruptcy Law and Practice, where he critically analyzes the split in authority among the federal bankruptcy courts regarding the term “household” in the U.S. Bankruptcy Code. His article is titled “Splitting the Baby: The Judiciary’s Solution to a ‘Household’ Problem.”
Shaun received his bachelor’s degree in Political Science from the University of Florida in 2011.
