(239) 947-8900 | Toll Free: (877) 743-9525 office@jloesq.com

Atty. James L. O’Leary

Personal injury attorney James L. O’Leary has provided dedicated, client-committed, experienced representation for victims of accidents in Bonita Springs, Naples, Estero, Fort Myers and surrounding areas for decades.

Professional Leadership

  • The Florida Bar
  • American Bar Association
  • Florida Justice Association, Eagle Member
  • American Association for Justice
  • Martindale-Hubbell AV Rated Lawyers
  • The Florida Bar Trial Lawyers Section
  • South West Florida Trial Lawyers Association
  • U.S. Middle District Court of Florida
  • Million Dollar Advocates Forum, Life Member
  • Lee & Collier County Bar Associations
  • American Bar Association, Tort & Insurance Practice Section
  • Florida Bar Justice Teaching Volunteer
  • Florida Bar Speakers Bureau Member
  • South West Florida Trial Lawyers Association, Board of Directors 2015 to present
  • Constitution Week Chairman, Lee County Bar Association, 2015, 2016, 2017
  • The Florida Bar, Law Related Education Committee, 2018-2019, Vice Chairman
  • The Florida Bar, Protect Florida Democracy Speakers Bureau, 2017-2018
  • Chairman, The Florida Bar Law Related Education Committee, 2019-2020
Attorney James O'Leary

My Practice

Personal Injury

If you or your loved ones have been the victim of an unfortunate accident, we want to help.

Auto Accidents

If you’re injured in a car accident, you could be entitled to financial compensation

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Wrongful Death

We help survivors pursue fair compensation for the loss of their loved one to a wrongful death incident.

Product Liability

When you are harmed by dangerous and defective products, the responsible parties should be held accountable.

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Pharmacy Negligence

If you or a loved one have suffered from an injury after a medication error, contact James L. O’Leary immediately.

Drowning Deaths

If you have lost a family member in a drowning accident, our lawyers can help you get answers and compensation.

Continuing Legal Education,
Qualifications & Experience

2017 — 2019

  • The Art of Ethical &Effective Mediation, 2019
  • Southwest Florida Trial Lawyers Association Board of Directors
  • Collier County Bar Ethics Seminar
  • The Florida Bar Board Certification Civil Trial Law Review Course
  • Florida Justice Association, Collateral Sources Seminar
  • Continuing Mediation Training Advanced Workshop
  • Protect Florida Democracy Speakers Bureau Training
  • American Association for Justice U.S. Supreme Court Decisions that Impact Plaintiff Attorneys

2015 — 2016

  • Florida Justice Association, Trucking Seminar
  • Florida Justice Association, Auto Negligence Seminar
  • Florida Justice Association, Insurance Bad Faith Seminar
  • Florida Justice Association, Jury Selection Seminar
  • Collier County Women’s Bar Association, Practicing With Civility
  • Second District Court of Appeal & Lee County Bar Association, Professionalism in Florida Courts
  • Ethical Issues in Social Media, Lee County Bar Association
  • Collier County Bar Ethics Seminar
  • Lee County Bar Association Seminar “Do I Appeal? Should I?”
  • The Florida Bar Appellate Practice Section, “The Perfect Proffer”
  • The Florida Bar Appellate Practice Section, “Improving Oral Argument: Tentative Opinions and Focus Orders”
  • Lee County Bar Association Ethics & Professionalism in Mediation & Arbitration
  • Cultivating Dialogue, A Continuing Mediation Education Seminar

2010 — 2014

  • “As Judges See It” Civil Litigation Seminar, Fort Myers, FL 11/10/14
  • 20th Judicial Circuit Professionalism Program, 9/17/14
  • American Board of Trial Advocates , Southwest Florida Chapter, Mediation & Alternative Dispute
  • Resolution, Insights from Mediators, Bar & Bench
  • Florida Justice Association 2014 Workhorse Seminar
  • The Florida Bar 2014 Annual Civil Trial Update & Board Certification Review Seminar
  • American Board of Trial Advocates & Collier County Bar Trial Lawyers Section Daubert Expert Witness Seminar, 7/31/13
  • Cultivating Dialogue, 1/25/13
  • The Florida Bar New Rule 2.526: Digital Accessibility of Documents Electronically Transmitted to Florida Courts, 6/12/12
  • As Judges See It, 4/27/12
  • Florida Justice Association Workhorse Seminar, 3/23/12
  • Civil Court Judicial Forum, 10/1/12
  • Creating Connections Mediation Seminar, 8/6/10
  • Creative Use of Evidence, 7/23/10
  • Productive Planning & Scheduling, 4/17/10
  • Managing Interruptions Smarter, 4/17/10
  • How & When to Say No, 4/17/10
  • Atticus Practice Builder, 4/16/10
  • The Florida Bar Civil Trial Certification Review, 4/5/10

2007 — 2009

  • What Civil Court Judges Want You To Know, 11/24/09
  • The American Association for Justice Advanced Trial Advocacy College, Litigating Truck Collisions, 10/9/09 – 10/12/09
  • The Art & Ethics of Effective Mediation, 3/13/09
  • The American Association for Justice, “Preparing for Absolute Medicare Compliance,” 6/30/2009
  • The Florida Bar Topics in Evidence, 8/15/08
  • Academy of Florida Trial Lawyers Preparing Your Case to Win From Day One, 8/14/08
  • The Florida Bar Basic Trial Practice, 4/22/08
  • The American Association for Justice Litigating Truck Collision Cases Seminar, 2008
  • Intro to Fast Case Research System, 6/19/07
  • The Florida Bar Civil Trial Certification Review, 4/10/07
  • Justice Teaching Certification Course, 3/26/07
  • Refreshing Mediation Skills, 3/2/07
  • Handling Economic Damages in Injury & Wrongful Death Cases, 2/15/07

2000 — 2006

  • The Florida Bar Civil Trial Certification Review, 6/22/06
  • The Association of Trial Lawyers of America Litigating Assisted Living Facility Cases, 6/8/06
  • The Association of Trial Lawyers of America Nursing Home Cases: Advanced Discovery Issues, 9/19/06
  • Florida Justice Association Workhorse Seminar, 7/10/05
  • Personal Injury Seminar, 3/31/05
  • The Florida Bar Proving & Defending Damages, 3/22/05
  • Collier County Bar Association, Trial Lawyers Section, Anatomy of a Trial, 3/18/05
  • County Mediation Summit, 2/8/05
  • Mediators & Arbitrators, 2/8/05
  • The Florida Bar Civil Trial Certification Review, 2004
  • Personal Injury Protection Law, 11/9/04
  • Florida Practice and Procedure, 10/1/04
  • Academy of Florida Trial Lawyers Al J. Cone Trial Advocacy Institute, 8/22/04
  • Academy of Florida Trial Lawyers Collateral Sources, 8/11/04
  • Basic Personal Injury Practice, 2004
  • Florida Justice Association Workhorse Seminar, 7/30/04
  • Florida Practice and Procedure, 2/13/04
  • Academy of Florida Trial Lawyers Collateral Sources Seminar, 3/4/03
  • Academy of Florida Trial Lawyers Workhorse Seminar, 2003
  • Academy of Florida Trial Lawyers Insurance Bad Faith Seminar, 2003
  • Academy of Florida Trial Lawyers Medical Malpractice Seminar, 2002
  • The Florida Bar Basic Personal Injury Seminar, 2002
  • Academy of Florida Trial Lawyers Medical Malpractice Seminar, 2001
  • Academy of Florida Trial Lawyers Trial Advocacy Series, 2001
  • Academy of Florida Trial Lawyers Insurance Bad Faith Seminar, 2001
  • Academy of Florida Trial Lawyers 2001
  • Collateral Source Seminar
    Academy of Florida Trial Lawyers Medical Malpractice Seminar, 5/3/00
  • Academy of Florida Trial Lawyers Legislative & Caselaw Update, 5/22/00
  • Academy of Florida Trial Lawyers Auto Negligence Seminar, 2000
  • Academy of Florida Trial Lawyers “Getting to the Courthouse Steps: Strategies for Success,” 7/26/00
  • Association of Trial Lawyers of America, “The Impact of Pegram v. Herdrich,” 7/11/00
  • Association of Trial Lawyers of America, “Litigating Infant Cases,” 3/23/2001
  • Academy of Florida Trial Lawyers Ethics & Professionalism, 2/22/00
  • Collier County Bar Association Trial Lawyers Section Seminar on Non-Binding Arbitration, 3/31/00
  • Academy of Florida Trial Lawyers, Preparing for the Challenges of 2000
  • Academy of Florida Trial Lawyers Nursing Home Litigation, 2/11/00

1997 — 1999

  • Academy of Florida Trial Lawyers Jury Selection Seminar, 1999
  • Academy of Florida Trial Lawyers Collateral Sources Seminary, 1998
  • Academy of Florida Trial Lawyers Workhorse Seminar, 1998
  • Academy of Florida Trial Lawyers Insurance Bad Faith Seminar, 1997
  • Academy of Florida Trial Lawyers Auto Negligence Seminar, 1997

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Google Review - Attorney James O'Leary

Formal Education & Credentials

College

Stetson University College of Law, Juris Doctor, Cum Laude, May, 1995

  • Stetson 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 1995.
  • Book Award for Highest Grade, Florida Civil Practice & Procedure taught by Judge David Patterson, Second District Court of Appeals
  • Al J. Cone Trial Advocacy Institute Graduate: Formal hands on trial education & experience.
  • American Association for Justice, Interstate Trucking College Graduate, 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, 1987

Community Service

2013 — 2019

  • 2019, Treasurer, Southwest Florida Trial Lawyers Association
  • 2018, Secretary, Southwest Florida Trial Lawyers Association
  • 2016 Lee County Bar Association Constitution Week Chairman
  • 2015 Lee County Bar Association Constitution Week Co-Chairman
  • Board of Directors, Bonita Springs YMCA 1996-2002
  • Chairman, Rotary Ambassadorial Scholarship Program 1998 – 2000
  • Recipient, Fort Myers News Press “Person To Watch in 1998.”
  • President, Bonita Springs Youth Council (1998-1999)
  • Board of Directors, Bonita Springs Main Street Old 41 Redevelopment Committee, 1997-1998
  • Board of Directors, Rotary Club of Bonita Springs (2000-2013)
  • President, Rotary Club of Bonita Springs, 2011-2012
  • Rotary District 6960 District Governor Nominating Committee, 2013-2016
  • Lee County School Board Continuous Systematic Improvement Committee Member, 2013

Public Speaking

1997 — 2018

  • Guest Speaker, 2018 Career Day Presentation on The Legal Profession, The Alva School, May 17, 2018
  • Guest Speaker, 2018 Florida Constitution Revision Commission, Shell Point Democratic Club, April 28, 2018
  • Guest Speaker, 2018 Florida Constitution Revision Commission, Rotary Club of Fort Myers Downtown, February 27, 2018
  • Guest Speaker, 2018 Florida Constitution Revision Commission, Lee County League of Women Voters, January 6, 2018
  • Guest Speaker, Ethical Governance, Miami Dade Commission on Ethics and Public Trust, October 19, 2017
  • Guest Speaker, Ave Maria School of Law, “Becoming Practice Ready, The Importance & Value of Experiential Education,” March 14, 2017
  • Guest Speaker, Gulf Coast Paralegal Assoc. for Lee & Collier County, “Education, Ethics & Accountability: The Florida Bar As An Instrument of Ensuring The Integrity of Government” 9/13/2016
  • Guest Speaker, Bonita Springs Middle School, Constitution Day, 9/12/2016
  • Guest Speaker, Paralegal Association of Florida, Inc. 2014 Legislative Update
  • Guest Speaker, League of Women Voter’s 2013 Annual Meeting
  • 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

  • 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 Women’s Bar Association, Using Technology to Resolve Disputes February, 28, 2001, this course was approved for CLE credit by The Florida Bar
  • 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
  • Florida Bar Justice Teaching Volunteer Attorney, Bonita Springs Middle School
  • Lee County Bar Association Law Week, Guest Attorney School Teacher
  • Guest Speaker, Florida Gulf Coast University 2006 “The Entrepreneur’s Law School” on FGCU Personal Injury Law
  • “Lawyer Giving Back” recognition, Lee County Bar Association, July 2010

Let’s Work Together