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James O Cunningham

PRO

James O Cunningham

also known as Board Certified Civil Trial Lawyer

5.0
109 reviews
This is an aggregated review score of Avvo and Lawyers.com reviews.
Rating: 10.0

Licensed for 48 years

Personal injury Lawyer at Orlando, FL
Practice Areas: Personal Injury, Car Accidents, Wrongful Death, Trucking Accident

500 Delaney Ave #404, Orlando, FL

Virtual Consultation Available

Free Consultation

Call for a FREE consultation (407) 392-4652

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James O Cunningham's Website
Overview Reviews Experience Activity
Overview Reviews Experience Activity
Call for a FREE consultation (407) 392-4652

About James

Biography

Since 1977, I have been helping Florida accident victims receive justice and fair compensation

Since 1977, I have been helping auto accident victims receive justice and fair compensation

Since 1977, I have been helping personal injury and accident victims receive justice and fair compensation.

Practice Areas

4

Practice Areas

Car Accident 40%

Attorney James O. Cunningham has over 30 years experience helping auto accident and injury victims throughout the state of Florida.

50 years | 10,000 cases

40%
Personal Injury 40%

Orlando Florida personal injury lawyer James O. Cunningham has over 30 years of experience helping accident and injury victims throughout the state of Florida.

50 years | 8,000 cases

40%
Trucking Accident 10%

10%
Wrongful Death 10%

Attorney James O. Cunningham has over 30 years experience helping accident and injury victims throughout the state of Florida.

50 years | 100 cases

10%

Fees and Rates

Cost

Free Consultation

$0 first 30 minutes

Contingency

33%-33%

Licenses

Licensed in Wisconsin for 40 years

State: Wisconsin

Acquired: 1985

Good Standing

No misconduct found

Licensed in Florida for 48 years

State: Florida

Acquired: 1977

Member in Good Standing

No misconduct found

Licensed in District of Columbia for 40 years

State: District of Columbia

Acquired: 1986

Resigned

No misconduct found

Location

James O. Cunningham

(407) 843-8274

Fax

500 Delaney Ave #404, Orlando, FL, 32801

cunninghampilaw.com
Get Directions

Gallery

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Gallery

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Online Presence

Other places you can find James online.

James O Cunningham's Reviews

Filter Avvo Reviews (72) Refine reviews to match your needs. Use the filters to quickly surface reviews that align with your case or priorities.
Star rating
5 stars 71
4 stars 0
3 stars 0
2 stars 0
1 star 1
Practice Areas
Personal Injury (41) Car Accidents (34) Lawsuits & Disputes (27) Insurance (9) Motorcycle Accident (3) Animal & Dog Bites (2) Slip and Fall Accident (2) Wrongful Death (2) Bankruptcy & Debt (1) Debt Settlement (1) Litigation (1) Probate (1) Trucking Accident (1) Workers Compensation (1)
What Clients Mention
Case Results (51) Recommendation (47) Advocacy (33) Responsiveness (33) Communication Style (30) Staff & Support (25) Professionalism (24) Compassion (22) Practice Area Knowledge (21) Character & Conduct (20) Trustworthiness (13) General Knowledge (11) Cost of Services (7) Punctuality (2) Free Consultations (1)

Showing 16 - 20 of 21 reviews | Practice Area Knowledge

Posted by Penny | August 02, 2013 | Personal Injury

Highly Recommend Jim Cunningham!

When my son was injured in a motorcycle accident earlier this year, I realized we needed to find an attorney right away but had no idea where to begin. While in the hospital I began researching local personal injury attorneys and found his reviews to be extremely positive so we made a call to his off...ice. Jim came to the hospital and met with us and although we were going to interview another attorney as well, we were so impressed by his knowledge and experience, we realized that was unnecessary. He guided us through a difficult situation and was compassionate and answered all our questions honestly. We would undoubtedly hire him again, should the need arise. His moral character is beyond reproach which is difficult to find today in any field.

Posted by Kim | April 09, 2013 | Car Accidents

Professional and Compassionate

Mr. Cunningham took on a difficult case. I was in a car accident, run off the road by a phantom vehicle which sped out of site before I crashed. Unaware of internal injuries, I came away thinking I was basically all right; but when I realized I was not, I began seeking treatment. The insurance compan...y worked with me initially, but then they started questioning everything. I wish I had sought legal advice immediately after the accident instead of waiting. Fortunately, a family friend referred me to Mr. Cunningham. Hiring him was the best decision I made! He had the understanding and expertise to handle this case. He was very candid about the level of difficulty it presented but also the chance it had for a good outcome. I had an excellent advocate in Mr. Cunningham, and he made sure I was well-informed throughout the process. I appreciate the professional demeanor and compassion exhibited by him and his wonderful staff. I am very satisfied with the settlement, as it was a lot more than I expected! I highly recommend him to others.

Posted by faith | November 12, 2012 | Motorcycle Accident

Greatest Attorney Ever

When I had my accident I did not run out and get an attorney right away. It wasnt until my insurance company was making me feel uneasy that I turned to an attorney for advice. I already new the kind of attorney James Cunningham was he not only helped my sister but my son out when he had his motorcyc...le accident. I knew he was fair and honest and could be trusted. He goes way beyond the call of duty to make sure every person he represents gets treated fairly. If you ask him a question you get an answer back pretty quickly if not from himself from his assistant Barbra. Who by the way is TERRIFIC. If you want the best standing with you as you go through the process of your case put it in James Cunninghams hands. The outcome of my case was good and more than I expected. Oh and by the way he still thinks about you when your no longer his clinet my son still gets birthday cards from him and his case was settled many years ago.

Posted by Gordon | February 15, 2012 | Personal Injury

Motorcycle accident

A car turned in front of me causing me to spend 2 days in the hospital with surgery. They had only minimum coverage. My insurance even claimed I had no uninsured motorist coverage. I was sure I was in for a long battle. I had never stayed in the hospital, hired an attorney or met James before. Did ...some online searching and gave him a call. He was not in but called me back as soon as he heard I had called. After a short one on one he kept me informed all along threw phone, text and email. James came threw like a champ. I did have ample coverage and James won the maximum from both companies in less than 5 months. Best phone call I've ever made.

Posted by Robert | December 15, 2009 | Personal Injury

Unsolicited Letter of Recommendation

In July of 2002 I was seriously injured in an automobile accident through the fault of another driver. Even though my injuries were thought to be minimal, Jim agreed to represent me in my dealings with the various insurance companies. He was very careful to explain Florida law to me, and to keep my... expectations realistic. Later on, it became clear that I was much more seriously injured than was previously thought. The new medical revelations were difficult to interpret and still more difficult to prove. Jim and his staff were always supportive, understanding and professionally competent. At no time did Jim urge me to make any representation which was vague, untrue or misleading. On the contrary, he insisted on the highest standards of honesty and fair play. On the other hand, no stone was left unturned, and come mediation, were were in a position on unimpeachable rectitude and thorough preparation. We prevailed at mediation with an award that was fair for all concerned. Much is made of personal injury attorneys and their negative impact on insurance premiums and the general cost of doing business. No doubt some of it is deserved, but not in Jim's case. Dealing with insurance companies requires the use of legitimate force, and Jim and his staff provide this in the time of your greatest need. We live in a land governed by the rule of law, and for this we should be grateful. We have good laws, and a good personal injury attorney like Jim is able to make sure they apply in your case.

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James O Cunningham's Lawyer Endorsements

Endorse James
Stephen Arnold Black headshot
Stephen Black

Car accident lawyer | Sep 08

Relationship: Fellow lawyer in community

"I endorse this lawyer."

Nancy Ann Davito headshot
Nancy Davito

Personal injury lawyer | May 18

Relationship: Fellow lawyer in community

"I endorse this lawyer. Jim Cunningham is an excellent lawyer who provides caring and competent representation to all of his clients."

James Wayne Holliday II headshot
James Holliday

Car accident lawyer | May 12

Relationship: Fellow lawyer in community

"Jim Cunningham has unmatched experience handling car accident cases. He is dedicated, well prepared and knowledgeable. Jim Cunningham is my "go to" lawyer for car accident cases in the Orlando and surrounding area."

Michael Benjamin Ely headshot
Michael Ely

Personal injury lawyer | Sep 19

Relationship: Opposing Counsel on matter

"Mr. Cunningham is a highly skilled and ethical attorney. He is pragmatic and a straight shooter. His legal experience and knowledge is second to none and I would have no hesitation referring him a case."

Michael S. Waddington headshot
Michael Waddington

Personal injury lawyer | May 29

Relationship: Fellow lawyer in community

"I endorse James. He is a highly skilled attorney that is well respected in the legal community."

Lynn B. Aust headshot
Lynn Aust

Unknown lawyer | Jul 23

Relationship: Fellow lawyer in community

"I endorse this lawyer. I know James from the Christian Legal Society and he is a man of integrity."

Anne-Marie L. Bowen headshot
Anne-Marie Bowen

Personal injury lawyer | Mar 21

Relationship: Fellow lawyer in community

"I endorse this lawyer. Mr. Cunningham is an outstanding attorney who truly cares about his clients and carefully helps them when they are facing difficult personal times. He has an excellent reputation in the community and is a great advocate for his clients."

View All Endorsements
James Wayne Holliday II headshot
James Holliday

Personal injury lawyer

Experience

Rating:  10.0 (Superb)

Honors

2025

Super Lawyer, Super Lawyers

2025

AV Preeminent Attorney, Martindale-Hubbell

2024

Super Lawyer, Super Lawyers

2024

Florida Super Lawyer, Super Lawyers

2024

AV Preeminent Attorney, Martindale-Hubbell

2023

Super Lawyer, Super Lawyers

2023

Florida Super Lawyer, Super Lawyers

2023

AV Preeminent Attorney, Martindale-Hubbell

2022

Super Lawyer, Super Lawyers

2022

Florida Super Lawyer, Super Lawyers

2021

Super Lawyer, Super Lawyers

2021

Florida Super Lawyer, Super Lawyer

2020

Florida Super Lawyer, Super Lawyers

2020

Super Lawyer, Super Lawyers

2019

Super Lawyer, Super Lawyers

2019

Florida Super Lawyer, Super Lawyers

2018

Super Lawyer, Super Lawyers

2018

Florida Super Lawyer, Super Lawyers

2017

Florida Super Lawyer, Super Lawyers

2017

Super Lawyer, Super Lawyers

2016

Florida Super Lawyer, Super Lawyers

2016

Leading Plaintiff Lawyers in America, Law Dragon 3000

2016

Top 100 Trial Lawyers, The National Trial Lawyers

2016

Super Lawyer, Super Lawyers

2015

Top 100 Trial Lawyers, The National Trial Lawyers

2015

Super Lawyer, Super Lawyers

2015

Leading Plaintiff Lawyers in America, Law Dragon 3000

2015

American College of Board Certified Attorneys, Charter Fellow

2015

Florida Super Lawyer, Super Lawyers

2014

Board Certified Civil Trial Lawyer, Florida Bar

2014

Super Lawyer, Super Lawyers

2014

Florida Super Lawyer, Super Lawyers

2014

Top 100 Trial Lawyers, The National Trial Lawyers

2013

Florida Super Lawyer, Super Lawyers

2013

Top 100 Trial Lawyers, The National Trial Lawyers

2013

2013 Top Rated Lawyer in ‘Personal Injury Law’, Martindale-Hubbell

2013

Super Lawyer, Super Lawyers

2012

Florida Super Lawyer, Super Lawyers

2012

Leading Plaintiff Lawyers in America, Law Dragon 3000

2012

Super Lawyer, Super Lawyers

2012

Board Certified, Civil Pretrial Practice Advocacy, National Board of Trial Advocacy

2010

Super Lawyer, Super Lawyers

2010

Florida's Legal Elite, Florida Trend Magazine

2009

Super Lawyer, Super Lawyers

2008

Super Lawyer, Super Lawyers

2008

Life Member, Multi-Million Dollar Advocates Forum, Million Dollar Advocates Forum

2007

Super Lawyer, Super Lawyers

1987

AV Rating, Martindale-Hubbell

1987

Bar register of Preeminent Lawyers, Martindale-Hubbell

1985

Board Certified Civil Trial Advocacy, National Board of Trial Advocacy

1984

Board Certified Civil Trial Lawyer, Florida Bar

Work Experience

2023 - Present

Of Counsel, Wooten, Kimbrough, Damaso & Dennis, P.A.

2005 - Present

Managing Partner, Law Offices of James O. Cunningham P.A.

2010 - 2013

Adjunct Professor of Law, Barry University School of Law

1999 - 2005

Partner, Billings, Cunningham, Morgan & Boatwright P.A.

1994 - 1999

Partner, Billings, Cunningham & Morgan P.A.

1992 - 1994

Managing Partner, Cunningham & Morgan P.A.

1990 - 1992

Managing Partner, Billings & Cunningham P.A.

1987 - 1989

Managing Partner, Billings, Cunningham & Mitchell P.A.

1985 - 1987

Partner, Billings & Cunningham P.A.

1981 - 1985

Partner, Billings, Morgan & Cunningham P.A.

1980 - 1981

Associate, Billings, Durie & Morgan P.A.

1979 - 1980

Associate, Billings & Durie P.A.

1977 - 1979

Associate, Fisher & Matthews P.A.

Associations

1989 - Present

American Board of Trial Advocates (Central Florida chapter)

Charter Member

American Association for Justice

Florida Justice Association

1999 - 2005

American Board of Trial Advocates

National Board of Directors

1996 - 1996

American Board of Trial Advocates (Central Florida chapter)

Chapter President

1987 - 1996

FSU College of Law Alumni Association

Board of Directors

1985 - 1987

Florida Medical Malpractice Joint Underwriting Association

Board of Governors

Sample of Legal Cases

Estate of Edward Doe v. Orange County Sheriff's Office

Case settled for maximum statutory amount plus limits of underinsured motorist coverage

See More Legal Cases

Education

2003

Reformed Theological Seminary,

M.A.B.S

1977

Florida State University College of Law

Juris Doctor

1975

Rollins College

M.S.M

1973

Florida State University

B.S.

Speaking Engagements

2025

Fresh Start Ministries

Who Are You? Is your identity achieved or received?

Publications

2011

2010

2010

2010

2010

2010

2010

2010

Languages

English

Spanish

Activity

3

Legal Guides

Legal Guides

Video Legal Guide

Car Accident Advice in Orlando

14 Dec 2011
Video Legal Guide

What is a Personal Injury Case?

09 Jun 2010
Video Legal Guide

Why Hiring an Experienced Orlando Personal Injury Attorney is Important

09 Jun 2010
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