Jonathan C. "Jon" Hollingshead
About Jonathan C. Hollingshead
Jonathan C. Hollingshead is a lawyer based in Winter Park, FL and has been recognized in The Best Lawyers in America® since 2013. Jonathan C. Hollingshead is recognized in the following practice areas:
- Winter Park, Florida
- Construction Law
- Personal Injury Litigation - Defendants
Current Firm: Hollingshead Law Firm PLLC
Education: University of Florida, J.D., graduated 1980
Location: Winter Park, FL
Nearby Lawyers
Nicole Park is a top attorney recognized by Best Lawyers in the practice area(s) of Family Law. Nicole, who practices law in Orlando, Florida, has been recognized since 2018. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Nicole is held by other top lawyers in the same geographic and legal practice area.
Paul L. SanGiovanni has more than 25 years of experience in complex trial practice, including complex commercial and construction matters. Mr. SanGiovanni’s experience includes the representation of owners, general contractors and subcontractors on defect and contract claims, including claims on large commercial projects, multi-family high rise development, entertainment venues, theme parks and public projects such as the Orange County Courthouse, the Orlando International Airport and t...
Jéan E. Wilson is Chair of the firm's Orlando and Atlanta Public Finance Practices. Jéan has broad experience as bond counsel, disclosure counsel, underwriters' counsel, bank counsel, trustee's counsel, borrower's counsel and purchasers' counsel in various types of tax-exempt and taxable financings, including housing, transportation, public utilities, general obligation, sales tax, revenue and tourist development tax issues, as well as tax increment, industrial development and d...
Ginny Childs is a top attorney recognized by Best Lawyers in the practice area(s) of Commercial Litigation and Litigation - Banking and Finance. Ginny, who practices law in Orlando, Florida, has been recognized since 2023. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Ginny is held by other top lawyers in the same geographic and legal practice area.
Evan J. Small is a top attorney recognized by Best Lawyers in the practice area(s) of Construction Law and Litigation - Construction. Evan J., who practices law in Orlando, Florida, has been recognized since 2020. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Evan J. is held by other top lawyers in the same geographic and legal practice area.
Todd Norman is a top attorney recognized by Best Lawyers in the practice area(s) of Commercial Litigation, Litigation - Real Estate and Litigation - Trusts and Estates. Todd, who practices law in Orlando, Florida, has been recognized since 2023. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Todd is held by other top lawyers in the same geographic and legal practice area.
Michael Costello was born and raised in Central Florida. In his youth, his competitive spirit became apparent through his participation in local sports. His drive manifested itself in high school as he received Varsity letters in baseball, football, and track, and was named captain of the baseball team. He has always played to win, and he continues to carry this determination for success on behalf of his clients. Michael attended Saint Leo University near the Tampa area of Southern Florida fo...
Jessica DeBono Anderson is a Partner in the Orlando, Florida office. Since 2008, Ms. Anderson has represented management in employment litigation before state and federal courts in Florida and the Equal Employment Opportunity Commission, Florida Commission on Human Relations, Department of Labor and other administrative agencies. Ms. Anderson has experience litigating issues such as employment discrimination, sexual harassment, retaliation, whistleblower, overtime and unpaid wages, leave and ...
Catherine Henin-Clark is a top attorney recognized by Best Lawyers in the practice area(s) of Immigration Law. Catherine, who practices law in Winter Park, Florida, has been recognized since 2025. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Catherine is held by other top lawyers in the same geographic and legal practice area.
David E. Cannella is a top attorney recognized by Best Lawyers in the practice area(s) of Bet-the-Company Litigation, Commercial Litigation and Product Liability Litigation - Defendants. David E., who practices law in Orlando, Florida, has been recognized since 2010. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which David E. is held by other top lawyers in the same geographic and legal practice area.
Explore and Learn
2026 Best Lawyers Awards: Recognizing Legal Talent Across the United States
by Jamilla Tabbara
The 2026 editions highlight the top 5% of U.S. attorneys, showcase emerging practice areas and reveal trends shaping the nation’s legal profession.
Gun Rights for Convicted Felons? The DOJ Says It's Time.
by Bryan Driscoll
It's more than an administrative reopening of a long-dormant issue; it's a test of how the law reconciles the right to bear arms with protecting the public.
2026 Best Lawyers Awards in Canada: Marking 20 Years of Excellence
by Jamilla Tabbara
Honoring Canada’s most respected lawyers and spotlighting the next generation shaping the future of law.
How to Sue for Defamation: Costs, Process and What to Expect
by Bryan Driscoll
Learn the legal standards, costs and steps involved when you sue for defamation, including the difference between libel and slander.
Best Lawyers 2026: Discover the Honorees in Brazil, Mexico, Portugal, South Africa and Spain
by Jamilla Tabbara
A growing international network of recognized legal professionals.
The Family Law Loophole That Lets Sex Offenders Parent Kids
by Bryan Driscoll
Is the state's surrogacy framework putting children at risk?
Unenforceable HOA Rules: What Homeowners Can Do About Illegal HOA Actions
by Bryan Driscoll
Not every HOA rule is legal. Learn how to recognize and fight unenforceable HOA rules that overstep the law.
Holiday Pay Explained: Federal Rules and Employer Policies
by Bryan Driscoll
Understand how paid holidays work, when employers must follow their policies and when legal guidance may be necessary.
How to Choose a Good Lawyer: Tips, Traits and Questions to Ask
by Laurie Villanueva
A Practical Guide for Your First-Time Hiring a Lawyer