Sidney C. Calloway, Esquire is a partner at 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 in state and federal court, with expertise in eminent domain and land use and zoning matters. Sidney is the Immediate Past Chair of the Urban League of Broward County and currently serves on the Charter County and Regional Transportation System Surtax Appointing Authority of Broward County, Florida, 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 and 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 represents private sector clients and local, city, county and state agencies.  Sidney has served as lead counsel in more than 120 complex jury trials involving real estate, land use and zoning, eminent domain, CERCLA, and telecommunications and construction defects.  He also provides legal counsel to in-house corporate and other commercial clients on governance matters, risk management, compliance and governmental affairs matters.



  • 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

  • National Bar Association
  • 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 Leaning Coalition of Broward County
  • Regional Business Alliance
  • State Commissions on Legislative Reform of Judicial Administration

News & Insights


  • "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)


Industry Focus


  • Martindale-Hubbell AV® Preeminent™ Rated, 5.0 out of 5.0
  • Fort Lauderdale Illustrated, "Top Lawyer," 2020, 2022
  • 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
  • Florida Bar Board Certified in Civil Trial

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Shutts & Bowen, established in 1910, is a full-service business law firm with approximately 270 lawyers located in eight offices across Florida.

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