ARCW Leavitt Insurance Services

With 20+ years in insurance, I help clients protect what matters most, from everyday vehicles to recreational rides. Known for my speed, thoroughness, and top-tier service, I ensure my clients have the right coverage and peace of mind.

Outside of work, I’m a husband, dad to three amazing daughters, and a metal artist. My family loves camping, basketball, and movie nights, and we’re often soaking up the energy of downtown St. Pete. I also share my metalwork on social media—let’s connect, whether for insurance or creative projects!

I’m a detail-oriented insurance professional with over 20 years of experience and a Certified Insurance Counselor (CIC) designation. I specialize in uncovering policy nuances to provide clients with the best solutions and a seamless, friendly experience.

As a former business owner, I understand the challenges of balancing multiple responsibilities. I’m actively involved in community service through the Rotary Club of Safety Harbor Noon, the Florida Association of Insurance Agents, and FGCAR.

A St. Petersburg native, I cherish time with my husband, two grown daughters, and the Florida outdoors. Whether reading self-improvement books, relaxing at the beach, or scouting for great deals, I embrace life’s little joys. 

At ARCW Leavitt, I focus on enhancing client service and education while fostering a supportive and productive workplace for our team. By leveraging automation and advanced technologies, I streamline workflows, optimize resources, and drive measurable improvements in performance and client satisfaction.

Being part of the Leavitt Group aligns with my values of integrity, innovation, and collaboration. I am proud to contribute to our shared mission of delivering exceptional value to clients and communities.

I’m an experienced Account Manager and Business Strategist specializing in Employee Benefits, with over seven years of helping businesses navigate their benefits strategies. I’ve worked with companies ranging from 25 to 10,000 employees across industries such as Digital Marketing, Managed Services, Cash Logistics, Cannabis, Cryptocurrency, SaaS, and Human Capital Management. This diverse experience allows me to approach benefits planning with a strategic, problem-solving mindset.

I’ve also supported private equity and venture capital firms in identifying opportunities to enhance employee benefits programs, streamline operations, and maximize value. My goal is to help businesses create competitive, cost-effective benefits solutions that attract and retain top talent.

Insurance expert by day, pasta enthusiast by night—I make protecting your business as satisfying as a perfect bowl of spaghetti.

As a Senior Insurance Advisor at ARCW Insurance, I specialize in Commercial Property, Risk Management, and General & Excess Liability. With nearly a decade of experience, I provide tailored coverage solutions with a personal touch.

Beyond insurance, I love traveling, family time, and perfecting my tiramisu. Let’s connect to secure your future—and maybe swap travel tips or secret Italian recipes!

Chuck Wasson – President, ARCW Leavitt Insurance Services

Since becoming President in 2000, I’ve been proud to continue my family’s legacy in the insurance industry and community. Over the years, I’ve led our growth through strategic acquisitions, partnerships, and a commitment to exceptional service. From our merger with Alley, Rehbaum & Capes to our recent partnership with the Leavitt Group, each step has strengthened our ability to provide top-tier insurance solutions.

My focus is on delivering long-term value to clients, supporting our employees’ growth, and ensuring we remain a trusted partner in the communities we serve. As ARCW Leavitt Insurance Services, we’re embracing new opportunities while staying true to the personal service our clients expect.