About Jonathan D. Woods, Esq.
30 Years of Legal Experience. Reimagined for the AI Era.
A seasoned Florida attorney leveraging technology to deliver affordable, high-quality legal services with transparent flat fees.
Contact UsProfessional Photo
Bar Admissions
The Florida Bar - #0145017
Meet Jonathan D. Woods, Esq.
Jonathan D. Woods, Esq. brings over 30 years of legal experience to every client engagement at JD Woods Law PLC. A licensed member of The Florida Bar (#0145017), he has built a career spanning litigation, business transactions, real estate development, and now, AI-enhanced legal services.
After earning his JD from Chicago-Kent College of Law in 1995, where he received two American Jurisprudence Awards, Mr. Woods began his career in litigation in Chicago. He later shifted focus to business and investment transactions in Florida, serving as General Counsel for an international real estate franchise, managing bank-owned asset portfolios post-2008, and founding Orlando Direct Investment LLC to develop a 500-acre mixed-use PUD.
Today, as a retired investor turned legal innovator, Mr. Woods is redefining how legal services are delivered. Frustrated by the inefficiencies of hourly billing and inspired by the potential of AI, he established JD Woods Law PLC to offer flat-fee services that combine technological precision with seasoned legal judgment.
"After 30 years of practice, I saw the legal industry charging by the hour for work that technology could make faster, better, and cheaper. I built JD Woods Law to prove that flat-fee, AI-enhanced legal services can deliver more value, with a real attorney behind every document."
Career Highlights
Litigation Practice
Chicago, IL
Represented clients in complex civil litigation matters.
Business & Investment Transactions
Florida
Focused on business law, real estate, and investment deals.
Founded Orlando Direct Investment LLC
Orlando, FL
Developed a 500-acre mixed-use Planned Unit Development.
Investment Manager for Bank-Owned Assets
Florida
Managed asset portfolios for Wachovia National Bank.
JD Woods Law (est. 1998)
Florida
Continuous operation since founding. Now delivering AI-enhanced, flat-fee legal services to clients statewide.
Education
Juris Doctor (JD), 1995
Chicago-Kent College of Law
Two American Jurisprudence Awards: Comparative Law, Professional Responsibility
BA, Criminal Justice, 1990
Michigan State University
International Law Studies, 1994
University of Innsbruck, Austria
Certifications & Credentials
International Comparative Law Certificate
Environmental & Energy Law Certificate
CIPS Investment & Financial Analysis (NAR, 2008)
Publications & Speaking
Over the course of his career, Mr. Woods has delivered more than 40 speaking engagements and published works across the legal, medical, and real estate industries. Organizations include:
- Illinois Institute for Continuing Legal Education (IICLE)
- Illinois State Bar Association (ISBA)
- Illinois Trial Lawyers Association
- National Business Institute (NBI, multiple engagements)
- American Medical Association (AMA, multiple engagements)
- Certified Commercial Investment Member Institute (CCIM, multiple engagements)
- The March Group (US Virgin Islands)
- BBC Exposition (England)
- Grand Magazine
Community Involvement
Founding Board Member
St. Johns County Sheriff Foundation
Supporting law enforcement initiatives and community safety in St. Johns County, Florida.
Ready to Work with JD Woods Law?
Legal services backed by 30 years of expertise and modern AI. Contact us to get started.
Contact Us