Meet Gary & Staff

Florida Educators Insurance was founded by Gary Cucchi in order to provide Florida’s dedicated teachers with the comprehensive insurance solutions they need to protect their family and their future. We know how much time, energy, and focus it takes to enlighten and educate young minds. As former teachers, we understand the level of commitment this requires on a daily basis and how this commitment leaves very little time for handling personal matters like buying life insurance or securing the lowest rate on a new insurance policy for your boat. We want to learn about the goals and dreams that you have for your family so that we can provide the insurance solutions you need to get there. Just as you are committed to your students, we are committed to you. Our insurance products include: homeowner’s insurance, auto insurance, boat insurance, motorcycle insurance, life insurance, and retirement solutions. To schedule an appointment or to speak with one of our agents, call (813) 600-3268.

Learn more about Gary Cucchi:

Gary Cucchi – COMPANY CEO

My name is Gary Cucchi, I am the owner of Florida Educator Insurance, LLC (an agency of Horace Mann Insurance). As a previous coach and educator, I was impressed with Horace Mann Companies’ devotion to helping educators for over 60 years. I know first-hand that educators have busy lives, and that is why my staff and I are dedicated to helping our clients meet their insurance needs and plan for their financial future.

We are here to serve you. My staff or I will meet with you at your convenience at school, in your home, or at my office. We are committed to providing you the service you expect and the integrity you deserve. Our goal is to provide lifelong financial well-being for educators and their families through personalized service, advice and a full range of tailored insurance and financial products. Our full-time licensed staff is devoted to helping our clients in any way possible.


  • University of South Florida – B.S., Social Science Education
  • American College – FSS

Community Involvement

  • Volunteering in the schools
  • School Advisory Council, Partners In Education Program
  • USF Student Mentor Program
  • Business Partner for Pasco, Pinellas, and Hillsborough Co Public Schools
  • S.A.C. (School Advisory Council)
  • USF College of Education – Dean’s Circle

Civic organizations

  • Idlewild Baptist Church Member
  • FCA Member
  • NAIFA Member

Awards & Recognition

  • National Agency of the Year (Horace Mann) 2005, 2006, 2007, 2009, 2012, 2013, 2015
  • National Annuity Agency of the Year (Horace Mann) 2015
  • National Life Agency of the Year (Horace Mann) 2014
  • Inducted into the Horace Mann National Hall of Fame 2007 (fastest agency in 70 year history to accomplish this)
  • Inner Circle (top 10 Horace Mann multiline agencies in the nation) 2005-2015
  • Property Agency of the year (Horace Mann) 2005, 2006
  • Life Millionaire 2009, 2007, 2006
  • Platinum Auto 2009
  • NAIFA National Quality Business Award 2007, 2008, 2010
  • NAIFA National Multiline Sales Award 2007, 2008, 2010
  • MDRT 2009-2016