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Independent Agencies. Unified Excellence.

Webb Insurance Holdings

Webb Insurance Holdings brings together Florida’s most dedicated independent agencies under a single mission of service-first excellence. We empower local teams with the resources they need to provide superior protection and unwavering support to our communities.

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Independent Agencies. Unified Excellence.

At Webb Insurance Holdings, we aren’t just looking for acquisitions; we are building a collective of Florida’s premier service-first agencies. We understand that your agency is defined by the relationships you’ve nurtured and the reputation you’ve built over decades. Our mission is to provide independent agency owners with a strategic exit or partnership that preserves that local identity while providing the stability and resources of a sophisticated holding company. When you join Webb, your legacy is protected, your staff is supported, and your clients continue to receive the personalized care they deserve – now backed by the unified strength of our group.

Coverage That Aligns With Your Mission

Risk Management That Scales With You

Compliance & Funding Protection

Advocacy & Affordable Solutions

Florida First – A Message from Our Founder

For Chuck Webb, Florida is more than just a place to do business – it is home. A lifelong resident with deep roots in the Sunshine State, Chuck has spent his career navigating the complexities of the Florida insurance market. He understands firsthand that Florida residents and business owners face unique challenges, from hurricane preparedness to the evolving regulatory landscape.

This personal connection is the heartbeat of Webb Insurance Holdings. Chuck founded this group with a singular vision: to ensure that local agencies have the strength and stability to provide the best possible coverage for their neighbors. When he looks for agencies to join the Webb family, he isn’t just looking at balance sheets; he’s looking for partners who share his love for Florida and his “service-first” commitment to protecting its people, its businesses, and its future.

Riley Webb Insurance

AA Insure

50 N Laura Street
Jacksonville, FL 32202

call: (904) 924-7425

34125 US Highway 19
Suite 200
Palm Harbor, FL 34684

Call: 727-861-3250

webb insurance holdings

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Elevate Your Agency with the Webb Advantage

Rely on Cunningham Associates Insurance for local expertise.

Joining Webb Insurance Holdings means moving from an independent struggle to a collective strength. We provide our partner agencies with immediate access to an expansive portfolio of top-tier national and regional carriers, many of which are otherwise difficult to secure in the complex Florida market. Beyond carrier access, our partners benefit from a suite of shared resources, including sophisticated management systems, streamlined back-office support, and enhanced marketing tools. By offloading the heavy lifting of operations to us, you can return your focus to what you do best: serving your clients and growing your local presence. Together, we provide the scale of a major corporation with the heart of a local agency.