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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 1 - 5 of 9 reviews | Insurance

Posted by Carole | December 02, 2023 | Hired Attorney | Insurance

Auto accident

James Cunningham helped me immensely with my case. I was injured in an auto accident and the other party was underinsured. Thankfully, we have underinsured motorist coverage. The insurance company offered an amount that would not cover my injuries. Mr Cunningham stayed with me until we received the s...et that we both thought that I deserved.

Posted by David | February 26, 2021 | Hired Attorney | Insurance

Thank You!

I highly recommend the Law Offices of James O. Cunningham! They are reliable, competent, responsive and a service-oriented law office. Jim and his team helped me navigate a multi-year auto accident claim to a success outcome. The prospect of dealing with multiple insurance companies and various medic...al providers can feel a bit overwhelming and scary at times. They made it look so easy by providing me with personalized service, advice and care from start to finish. Fred Rogers beloved host of Mr. Rogers’ Neighborhood once said, “When I was a boy and would see scary things on the news, my mother would say to me, ‘Look for the helpers. You will always find people who are helping.’” I want to extend a sincere THANK YOU to Jim and Barbra for always being ‘helpers’ throughout the management of my auto accident case. The Law Offices of James O. Cunningham was recommended to me and I fully endorse them to handle your legal needs. From my perspective, a pat on the back is well deserved! Thank you for your continued service to your clients and the Central Florida community!

Posted by Diane | April 25, 2018 | Hired Attorney | Insurance

Best Lawyer

After suffering a traumatic injury from a dog bite, I did not know who to turn to for help dealing with medical bills, lost work time and insurance claims. My neighbor, a retired attorney, suggested I consider James Cunningham Law and another firm in Tampa. I consulted with several attorneys, bu...t as soon as I met James Cunningham, I knew he was the right attorney for me. He immediately expressed concern for my physical and emotional well-being, and his compassionate, professional manner put me at ease. As my recovery progressed, Mr Cunningham and his staff supported me by always being available for questions and responding quickly to all my concerns. Resolving my claim with the insurance company was a stressful process. When the insurance company proposed an unreasonable amount and said the dog bite was my fault, I was devastated. Mr.Cunningham supported me through the process, persistently fighting on my behalf. Ultimately Mr Cunningham proved they were at fault 100%. He then negotiated a final recovery that was 10 times what the insurance company offered before the suit was filed! I am so grateful to James Cunningham, and to his competent and caring assistants Karen and Barbara. If you are looking for legal representation for a personal injury, you will not find a better firm than the Law Offices of James O. Cunningham!

Posted by David | February 07, 2017 | Hired Attorney | Insurance

No Better Attorney!

Our daughter was in a near fatal automobile accident as a passenger in March 2016. We contacted Jim Cunningham to help guide us through the "maize" of possible outcomes in settling with insurance companies, medical bills, and even police investigation with the accident. In our first visit Jim explai...ned our options and offered to advise us on how to navigate these without him at no charge. My wife and I made the decision to retain him and it was by far the best decision we could have made. We felt we were much more than just a client and the outcome was better than expected and better than he had prepared us for.

Posted by Kim | April 09, 2013 | Insurance

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.

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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
Avvo Rating

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