Caitlin O'Leary focuses her practice in insurance services with particular emphasis in the defense of insurance coverage matters.

Professional Background

Ms. O'Leary joined Hinshaw & Culbertson LLP in November 2015. During law school, Ms. O'Leary was a legal extern with a large health system in Miami, Florida. She clerked with a Miami, Florida firm and also with a firm in Syracuse, New York. In addition, Ms. O'Leary was a legal intern with the University of Miami's Children and Youth Law Clinic.

In addition to her other law school accomplishments, Ms. O'Leary was a member of the Dean's List, was honored with the Most Outstanding Articles and Comments Editor Award in 2015 and was inducted into the Order of the Coif. She also served as Student Development Chair of Miami Law Women.

During her undergraduate studies, Ms. O'Leary studied on Semester at Sea, a study abroad program run by the University of Virginia.

Professional Affiliations

  • Florida Association for Women Lawyers


  • Caitlin O'Leary, The New Ice Age: The Dawn of Arctic Shipping and Canada's Fight for Sovereignty Over the Northwest Passage, 46 U. Miami Inter-Am. L. Rev. 117 (2014).


Caitlin has spent much of her life as a competitive rower, including as a member of the Villanova University's Division 1 Crew Team and as 2006 New York state champion in high school.

Service Areas


J.D., magna cum laude, University of Miami School of Law, 2015

  • Articles and Comments Editor, University of Miami Inter-American Law Review
  • Order of the Coif

B.A., Political Science, Villanova University, 2012