Skip to main content

About me

I have learned it's not about me, it's about you. When in trial, it's about the jurors, what they think of you and your case. I am a lifelong student of trial advocacy, the art of persuasion, and continued learning how to most effectively represent victims of negligence. Since this IS an "About Me" section, on a personal note, I am married and have three school age daughters along. I enjoy family life, including bike rides, swimming, and just ordinary special times raising my girls.  One of my main personal goals in life is to provide a warm and loving home environment for my family. 


Some of my personal interests and hobbies include reading, writing, and reflecting on the ongoing meaning of life and my unique opportunity to try to improve the lives of others and the world we live in.  Most of the reading I do involves non-fiction books especially a good biography.  I am also a music lover.


I am a guest professor at Florida Gulf Coast University in the legal studies department. I am also involved with our local schools as a guest law professor during law week and a volunteer in the Florida Justice Teaching Program. I am a certified mentor with The Foundation for Lee County Public Schools.


As a native Floridian, I have an inborn love of the beach, the smell of the salty air near the beach, and our unique environment living on the edge of the Florida Everglades.  I love my home State of Florida and will never leave it.  Although Miami and south east Florida was my home for the first 18 years of life, my permanent home is south west Florida and I love our natural environment as well as the way the area is developing.  In between these two "homes" I was fortunate to enjoy the beautiful areas on Gainesville for college, Jacksonville for legal clerkships, and the St. Petersburg, Tampa, Clearwater region for law school and my first two years of law practice.


Last, outside of the law, I have a strong love for technology, the Internet, computers and managing information.  I am interested in computer programming, databases, and cellular technology.  As a member of the Rotary Club of Bonita Springs for the past 12 years and onward, I am able to fulfill my desire to help humanity, particularly third world countries in need of clean water, food, and medicine.  I currently serve as the Rotary club Secretary and will be President-Elect followed by President in 20011-2012.  I intend to continue my commitment to Rotary for the rest of my life to help advance international understanding, goodwill, and peace.


Photos and videos

1240709 1223581972

Practice areas


  1. Personal Injury: 30%
  2. Car Accidents: 15%
  3. Wrongful Death: 10%
  4. Trucking Accident: 10%
  5. Other: 35%
  6. More 



Contingent (33-40%)

Attorney endorsements

9 total 

Are you an attorney? Endorse this lawyer

  • Bill B Berke

    I endorse this lawyer. Jim is smart, personable and experienced. A powerful combination. He knows his stuff and is a zealous advocate and is held in high regard by his peers.


    Bill Berke Workers Compensation Attorney
    Relationship: Fellow lawyer in community

  • Frank William Piazza

    Jim O'leary is an outstanding personal injury attorney. He fights hard for his clients, and gets excellent results. He enjoys an outstanding reputation as an advocate for the injured. Highly recommended.


    Frank Piazza Workers Compensation Attorney
    Relationship: Fellow lawyer in community

Contact info

Law Office of James L. O’Leary

28089 Vanderbilt Drive.
Suite. 202
Bonita Springs, FL, 34134-7521


FLMember in Good Standing199509/08/2015
We have not found any instances of professional misconduct for this lawyer.
Avvo contributions
Legal answers
Award nameGrantorDate granted
AV Peer Review RatingMartindale-Hubbell2014
Client Distinction AwardMartindale-Hubbell2014
State Champion, 1995 Mock Trial CompetitionAcademy of Florida Trial Lawyers1995
Work experience
TitleCompany nameDuration
Attorney at Law- Personal InjuryLaw Office of James L. O'Leary II1997 - Present
Attorney at Law - Personal Injury AttorneyPerenich, Carroll, Perenich, Caulfield, Avril, Noyes & Perenich, P.A.1995 - 1996
Law ClerkMargol & Pennington, P.A.1994 - 1994
Law ClerkMargol & Pennington, P.A.1993 - 1993
Law ClerkMargol & Pennington, P.A.1992 - 1992
Association namePosition nameDuration
Florida Justice Association (Academy of Florida Trial Lawyers)Member1992 - Present
Florida BarMemberN/A
Florida Bar Trial Lawyers SectionMemberN/A
American Association for JusticeMemberN/A
Collier County Bar AssociationMemberN/A
Lee County Bar AssociationMemberN/A
Legal cases
Case nameOutcome
Sierra vs. Associated Marine Institutes, Florida Department of Juvenile Justice, and Big Cypress Wilderness InstituteSeven figure settlement at mediation.
Bobby Knight, as Personal Representative of the Estate of Vashawn L. Brinson vs. Richard D. King & Landstar Ranger, Inc.Results: Verdict $2,007,500.00, January 28, 2010
See all legal cases 
Publication nameTitleDate
http://jloesq.comKnee Injury Case Research2014
School nameMajorDegreeGraduated
Stetson University College of LawLawJD - Juris Doctor1995
University of FloridaPolitical ScienceBA - Bachelor of Arts1991
Speaking engagements
Conference nameTitleDate
Justice Teaching Program volunteer, 2007-presentFlorida's Court System, U.S. Constitutional Law, Civil Justice System, Civil Rights.2009