Benefits, Elevated. Service, Redefined.
The Cumming Group isn’t just in the business of selling insurance; they deliver strategic protection clients can truly rely on. Founded in 2006, this Tampa-based, woman-led, second-generation agency has built its reputation on one uncompromising principle: “without meaningful client relationships, our relevance ceases.” That client-first philosophy is exactly what earned them this year’s Best of Florida Regional Award.
They specialize in creating tailored solutions, from Employee and Executive Benefit packages to Marketplace and Medicare coverage, and much more. Every client receives a no-cost, customized portfolio review to ensure they’re not just insured, but insured wisely with a clear focus on asset protection. While The Cumming Group leverages innovative, tech-forward tools to simplify processes, they’ve never abandoned the value of personal service. Every conversation, every proposal, every presentation, and every detail is human generated. During business hours, calls are routed to the applicable department for faster service, and answered by a knowledgeable team member that’s familiar with the client’s policy and priorities.
The Cumming Group’s success is built on relationships: within their team, with their clients, and in the communities they serve. They embrace diversity, invest in professional excellence, and actively support local businesses and charitable organizations. From the first meeting to annual reviews and claims assistance, their focus is unwavering: deliver expertise, build trust, and protect what matters most.
Their 2026 recognition is more than an award; it’s proof that an accessible, service-driven approach still works in an industry that often overcomplicates the simple. For their clients, it means having an insurance partner who brings both expertise and integrity to every interaction.
Contact Information
Company Name: The Cumming Group
Phone: 813-286-7650
Address: 11339 Countryway Boulevard, Tampa, FL 33626
Email: info@insurefla.com
Website: insurefla.com