Personal Injury Attorney, Law Office of James L. O'Leary (1997-present) 
Personal Injury Attorney, Perenich, Carroll, Perenich, Avril & Caulfield, P.A. (1995-1996)
Clerked exclusively in Medical Negligence & Personal Injury Litigation, Margol & Pennington, P.A.
(1985-1994)
Intern, Chief Judge Elizabeth Kovachevich, U.S. District Court, Middle District of Florida Education
Stetson University College of Law, Juris Doctor, Cum Laude, May, 1995
Member, Trial Team ranked #1 in the nation in Trial Advocacy skills by U.S. News & World Report
State Champion, Academy of Florida Trial Lawyers Statewide Civil Trial Competition.
Highest Grade, Florida Civil Practice & Procedure
Learned Florida Civil Practice from Judge David Patterson, Second District Court of Appeals
Learned Florida Appellate Practice & Procedure from Chief Judge John Scheb, Second District Court of Appeals
Al J. Cone Trial Advocacy Institute
American Association for Justice, Interstate Trucking College 2009, Atlanta, GA

University of Florida, Bachelor of Arts, Political Science, December, 1991
Member, Florida Blue Key, President, Alpha Eta Chapter, Pi Kappa Alpha, Member: Order of Omega & Mortar Board
Christopher Columbus High School, Miami, FL, 1997

Memberships

The Florida Bar
Member, The Florida Bar Trial Lawyers Section
Member, The Florida Bar Appellate Practice Section
U.S. Middle District Court of Florida
Million Dollar Advocates Forum, Life Member
The Florida Academy of Professional Mediators
Florida Justice Association (formerly Academy of Florida Trial Lawyers) Member 1992-present
American Association for Justice (formerly ATLA)
American Association for Justice, Interstate Trucking Litigation Group
Florida Bar Justice Teaching Volunteer, 2007 to present
Board of Directors, Bonita Springs Main Street, 1997-1999
Rotary Club of Bonita Springs
Board of Directors, Rotary Club of Bonita Springs, 1999-2002, 2005-2009, 2009-2013 term
Secretary, Rotary Club of Bonita Springs, President Elect for 2011-2012 Rotary Year
Bonita Springs Chamber of Commerce
Collier County Bar Association
Lee County Bar Association
Board of Directors, Bonita Springs YMCA 1996-2002
President, Bonita Springs Youth Council (1998-1999)

Presentations & Speaking Engagements

Guest Speaker, Lehigh High School J.R.O.T.C. on Goal Setting, Motivation & Personal Development
Guest Speaker, Lehigh High School Law Program, 1997 - 1999
Guest Speaker, Estero High School Leadership Lock In on Goal Setting, Motivation & Personal Development
Guest Speaker, Estero High School Motivational Assembly 1998
Guest Speaker, Estero High School Law Program, 1998
Chairman, Rotary Ambassadorial Scholarship Program 1998 - 2000
Recipient, Fort Myers News Press "Person To Watch in 1998."
Presenter of Internet Liability Presentation, The People's Law School, Ft. Myers, FL, 1999
Presenter of Internet Liability Presentation, The People's Law School, Ft. Myers, FL, 2000
Presenter of Tort Liability Presentation, The People's Law School, Naples, FL 2006
Presenter of "The Truth About Medical Malpractice" to Encore Club of Bonita Springs, FL
Guest Speaker, Southwest Florida Chapter of the Risk & Insurance Management Society, Inc. on Managed Care
Guest Speaker, Gateway Rotary Club, on Internet Liability
Guest Speaker, Collier County PC Business Users Group on Internet Privacy and Cyber-Torts
Guest Speaker, The People’s Law School at Florida Gulf Coast University, 1998, 1999, 2006
Guest Speaker, Covenant Church, on The Right To Choose Your Doctor & HMO Abuse
Lee County Bar Association Law Week, School Teacher, 1998 - present.