About Joshua
Joshua Woolsey trained in two law schools and began his legal path after an undergraduate degree in economics. He earned a Bachelor of Science from the University of Central Florida in 1998. He then attended the University of Missouri–Kansas City School of Law, receiving a J.D. in 2003, and later completed law study at Florida Coastal School of Law in 2006.
Those academic credentials were followed by a sequence of hands-on positions that placed him inside courtrooms and government offices. While in law school he held internships and clerkships at the Platte County Prosecutor’s Office, the United States Attorney’s Office for the Eastern District of Missouri, and the office of Representative Sam Graves. He spent time in the Governor’s General Counsel office and later clerked for the State Lawyer’s Office in Florida’s Fourth Judicial Circuit and at the Law Offices of Fred Tromberg. The early mix of prosecution, government counsel and private practice gave him routine exposure to litigation and case preparation.
After law school he moved into courtroom roles. In 2007 he served as an Assistant State Lawyer in the Fourth Judicial Court, a role that involved courtroom appearances and case management for the state. He returned to private practice in successive associate positions, including at the Law Offices of Fred Tromberg and later at Rogers Towers, P.A. In 2010 he stepped into politics briefly as campaign manager for Audrey Moran’s mayoral campaign, an experience that required tactical planning and public messaging under pressure.
Woolsey opened Woolsey Law, PLLC in 2016. A year later he joined Woolsey Morcom Lawyers at Law as a partner. Over the years his work has ranged across public-sector prosecution and private practice litigation, and his career tracks a steady movement toward handling contested matters in court. He has balanced trial preparation, appellate briefing, and client counseling across that mix of settings.
Colleagues describe him as methodical in the courtroom and deliberate in written work. He approaches cases by breaking problems into discrete tasks, then moving through them one at a time. That approach reflects his varied background — government litigation, private defense, and campaign management — and informs how he prepares witnesses and frames legal arguments.
He is an active practitioner at Woolsey Morcom Lawyers at Law. He currently concentrates his practice on litigation, handling both trial and appellate matters.