Jonathan Kent Osborne is a counselor and trial attorney who began his legal career at Gunster and rejoined the firm in 2019, after serving for more than four years as a federal prosecutor in the United States Attorney's Office for the Southern District of Florida.

During his first two years at the U.S. Attorney's Office, Jonathan served in the Appeals and the Major Crimes Sections, where he led grand jury investigations and prosecuted a variety of crimes, including bankruptcy, tax and wire fraud; identity theft; human smuggling; narcotics trafficking; and violent crimes. In 2016, Jonathan transitioned to the International Narcotics and Money Laundering Section as a member of the High Intensity Drug Trafficking Area (HIDTA) task force, an enforcement program of the U.S. Office of National Drug Control Policy.

As a task force prosecutor, Jonathan's investigations focused on multinational cartels and gangs, and he handled high-profile matters involving international and domestic money laundering, narcotics and firearms trafficking, public corruption, kidnapping, extortion and murder. To that end, Jonathan teamed with investigators from federal, state and local law enforcement agencies and financial regulators, including the U.S. Department of the Treasury's Office of Foreign Assets Control. Jonathan also led cross-border investigations and worked with U.S. Embassy officials, as well as law enforcement in Europe, South and Central America and the Caribbean.

During his tenure at the U.S. Attorney's Office, Jonathan tried 11 jury trials in federal court and twice represented the United States in oral argument before the United States Court of Appeals for the Eleventh Circuit.

In 2015, as part of the U.S. Attorney's Office's Violence Reduction Partnership, Jonathan founded a mentorship program with the legal academy magnet programs at Law Enforcement Officers' Memorial High School and Coral Reef Senior High School in Miami. The program features field trips and guest speakers, as well as helps equip students for careers in the legal field and law enforcement.

Jonathan attended Georgetown University Law Center, where, as a student, he briefed and argued an appeal before the United States Court of Appeals for the District of Columbia Circuit. Prior to law school, Jonathan played college basketball at the University of Nevada-Las Vegas and University of Alaska-Fairbanks, where he won the athletic department's community service award.

  • U.S. v. Joyner, 882 F.3d 1369 (11th Cir. 2018)
  • U.S. v. Richard, et. al, 678 F. App’x 927 (11th Cir. 2017)
  • Jones v. Astrue, 647 F.3d 350 (D.C. Cir. 2011)
  • Represented a renewable energy company in an action to compel arbitration under the Federal Arbitration Act
  • Represented a former shareholder in a securities fraud action against a corporation and directors
  • Represented a precious metals seller in an alleged fraudulent metals scheme defense under the Commodities Exchange Act
  • Represented a Fortune 500 company in a breach of contract action against the Seminole Tribe of Florida
  • "A Future in Criminal Law: the Challenges and Opportunities", panelist, Florida A&M School of Law, Orlando, Florida, 2018
  • Trained AUSAs in the Southern District of Florida on “Best Practices” in Narcotics Cases, 2018
  • “I Am a Star Foundation” program, keynote speaker, Jefferson Davis Middle School, Jacksonville, Florida, 2018
  • Pine Crest School Investiture, keynote speaker, Boca Raton, Florida, 2014-16, 2018
  • Multilateral Summit on Combating Crime in an Interconnected World, panelist, Kingston, Jamaica, 2017
  • Trained new AUSAs in the Southern District of Florida in Narcotics Investigations, 2017
  • U.S. firearms prosecutions for members of the Haitian National Police, Bureau of Alcohol, Tobacco, Firearms Training, speaker, Miami, Florida, 2017
  • U.S. District Court for the Southern District of Florida’s “Law Day,” Diversity in the Law Panel, panelist, Miami, Florida, 2017
  • Intercultural Human Rights Law Review Symposium on Gun Control, panelist, St. Thomas University School of Law, Miami, Florida, 2017
  • “Revisiting the Dream” of Dr. Martin Luther King Jr., panelist, Florida Atlantic University, 2015
  • Children’s Bereavement Center, board member, 2017-present
  • U.S. Attorney’s Office for the Southern District of Florida, Violence Reduction Partnership, volunteer, 2014-19
  • Habitat for Humanity of Broward County, Youth Empowerment Program, mentor, 2013-17

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