Jenna M. Winchester

Recently named Litigator of the Year by the American Institute of Trial Lawyers, Ms. Winchester is a successful trial attorney with significant experience and education that prepared her to handle complex claims from presuit through appeal. She previously clerked for the Honorable Roy B. Dalton, Jr. with the U.S. District Court for the Middle District of Florida, and has been a crucial part of the DRML Liability and Business Litigation teams for nearly a decade. Ms. Winchester can handle a variety of civil liability matters, but has specialized her litigation practice in the areas of negligent security and business torts. In her years of private practice, she has tried nearly a dozen cases, obtaining defense verdicts in three of the cases in which she served first-chair, and routinely obtains summary judgment and favorable resolutions for her clients.

Additionally, Ms. Winchester spearheads her own practice counseling and providing legal guidance to residential property owners and managers on all sorts of legal matters they encounter, including but not limited to incorporation of entities, contract drafting and review, releases, fair housing and discrimination matters, evictions, general legal duties and responsibilities under Florida and Federal laws, and other matters raised by tenants and residents.

Ms. Winchester earned her Bachelor of Arts from the University of Florida, graduating with highest honors,, and her J.D. from the University of Miami School of Law, graduating magna cum laude in the top 10% of her class. While in law school, she served as the Student Bar Association President, a member of the University of Miami Law Review, a member of the Charles C. Papy, Jr. Moot Court Board, and an intern for the Honorable Alan S. Gold of the United States District Court for the Southern District of Florida. She also earned the book award for her Legal Research & Writing course. Ms. Winchester’s experience on the Law Review and Moot Court Board prepared her to excel in both writing and oral advocacy, and her experience with the Federal Judiciary prepared her to handle a vast array of legal issues that arise in litigation.