About
Built to be different from the agent you're leaving.
Fidelity Insurance Services is a founder-led independent agency based in Mount Dora, Florida — started because transportation and contracting businesses alike deserve better than an unresponsive call center.

Preston Westfall
Founder & CEO
FL License #L135413 · 10+ years in the industry
10 years in business-to-business insurance taught Preston the same lesson from the other side of the desk: transportation and contracting businesses in Central Florida are too often stuck with an agent who’s slow to respond, hard to reach, or simply got their coverage wrong — and switching feels like more trouble than it’s worth.
We built Fidelity to be the upgrade. As an independent agency, we’re not tied to a single carrier — we shop the market to find coverage that fits your fleet or your business, at a price that makes sense, without cutting corners on protection.
Every client works directly with their agent — not a call center, not a rotating cast of representatives. When you have a question or a claim, you already know who to call.
Fidelity is headquartered in Mount Dora, at the center of Lake County — writing policies for trucking fleets, owner-operators, and contractors across Mount Dora, Eustis, Tavares, Leesburg, Clermont, Umatilla, and Sorrento, with routes that regularly extend into Orange County and Marion County. Transportation and contracting get equal attention here — commercial auto, cargo, and the coverage details specific to FedEx route contracts on one side, general liability and workers’ comp for artisan contractors and roofers on the other, both built with the same level of care.
Carriers
We shop the market, not one company.
As an independent agency, Fidelity places business with carriers including:
What we stand for
A few things we won’t compromise on.
Integrity first
You'll always know exactly what you're covered for, and exactly what you're not. No surprises at claim time.
Built for speed
Modern tools mean faster quotes, faster certificates of insurance, and faster answers when you need them.
Relationships, not tickets
We're building an agency around real relationships in the community — not a phone queue.
