Sidney C. Calloway, Esquire is Managing Partner of the Fort Lauderdale office of Shutts & Bowen LLP and Co-Chair of the Government Law Practice Group. A longtime Martindale-Hubbell AV®-rated lawyer, Sidney is a Leadership Florida Cornerstone XXX member and is a Florida Bar Board Certified Specialist in Civil Trial Law, a distinction accorded to less than 2% of Florida's lawyers. His practice includes complex, high-exposure commercial litigation, land use and zoning, local government law, corporate and public sector governmental affairs, governance, enterprise risk management and eminent domain law. Sidney is the Past Chair of the Urban League of Broward County and currently serves as a member of the Charter County and Regional Transportation System Surtax Appointing Authority of Broward County. He is also the Vice Chair of the Archbishop Edward A. McCarthy High School Board of Directors and also serves on the Board of Directors for the Port Everglades Association and the Truist Bank Advisory Board. He is a former Vice-Chair of the Florida Transportation Commission, member of the Judicial Nominating Commission for the Seventeenth Judicial Circuit for Broward County, Florida.
Sidney has been recognized by Florida Super Lawyers in Civil Litigation Defense. He focuses his practice in complex, high exposure commercial litigation in state and federal court. He represents private sector clients and public agencies and has served as lead counsel in more than 140 complex jury trials involving real estate, land use and zoning, employment and civil rights law, and eminent domain. Mr. Calloway also provides legal counsel to counsels corporate and other commercial clients on governance matters, risk management, compliance and governmental affairs matters with state, regional and local government agencies.
Credentials
Education
- Washington University/St. Louis, J.D., 1988
- Florida State University, B.A., 1985
Bar Admissions
- Florida
Court Admissions
- U.S. Court of Appeals, Eleventh Circuit
- U.S. District Court for the Southern District of Florida
- U.S. District Court for the Middle District of Florida
- U.S. District Court for the District of Columbia
Professional and Civic
- Broward County Bar Association
- Former Chair, Greater Fort Lauderdale Chamber of Commerce
- Former Chair, Committee on Transportation & Infrastructure, Greater Fort Lauderdale Chamber of Commerce
- Vice Chair, Board of Directors, Early Learning Coalition of Broward County
- Regional Business Alliance
- State Commissions on Legislative Reform of Judicial Administration
News & Insights
Presentations
- "Florida Ethnics Law Training," Broward League of Cities Ethnics Training Session (April 19, 2024)
- "Strategic Selection: Voir Dire Tactics for Trial Triumph," Empowered Advocacy: Advancing Litigation Excellence (March 2, 2024)
- "Leveraging Productivity in a Down Economic Market, a Guide for Law Firm Associates" (May 2020)
- Panelist, "The Path to Partnership," Mentoring Program Panel, Nova Southeastern University, Shepard Broad College of Law (November 2, 2018)
- Speaker, “What Are You Selling: A Lawyer’s Guide for Business Development,” Broward County Bar Association Raising the Bar Family Law Seminar (April 13, 2018)
- Speaker, “What are You Selling: A Professional’s Guide to Business Development (2018)
- Speaker, "Double Discrimination: The Adversity Faced by Female Minority Attorneys and How to Stop It," Broward County Bar Association Young Lawyers Section, Annual Diversity Luncheon (February 8, 2018)
- Moderator, Economic Development: Small Business Big Impact panel, Urban League of Broward County Stakeholder Meeting (November 14, 2016)
Publications
- Vocation vs Calling: The Thesis of a Community Attorney
- Growing Your Book of Business
- The Invitation’s out, but can we dance?
- Bar Review Secrets - The Key to Winning First
- Raising the Bar through Empowerment
News & Speaking Engagements
Industry Focus
Accolades
- Martindale-Hubbell AV® Preeminent™ Rated, 5.0 out of 5.0
- Fort Lauderdale Illustrated, "Top Lawyer," 2020, 2022
- South Florida Business Journal, Power Leaders 250, 2025
- South Florida's Most Powerful and Influential Black Leaders in Business and Industry, Legacy South Florida, 2017
- Distinguished Service Award, Delta Sigma Theta, 2010
- Onyx Award for community service, Onyx Magazine, 2008
- Margaret Roach Humanitarian Award, Urban League of Broward County, 2007
