Protective Insurance is now Progressive Fleet & Specialty Programs. For more details, visit the blog.


With more than 80 years of experience in the transportation industry, we understand the fleet trucking business like no other insurance company. Through an exclusive network of partner agents, we offer comprehensive products that can be customized to meet the unique needs of trucking fleets with 25 units or more. We specialize in products for over-the-road, local and regional operations.

Our deductible product has limits available up to $2,000,000. We offer the following coverages with a range of options from guaranteed costs to a $25,000 deductible:

  • Primary auto liability
  • General liability
  • Cargo legal liability
  • Physical damage
  • Additional coverages tailored to the trucking industry

For customers looking to save costs through increased risk sharing, we offer self-insured retention (SIR) products with retentions starting at $50,000. Our SIR product has limits available up to $5,000,000.

Why partner with Protective?

For some insurance companies, the work ends once a policy is written. At Protective, that’s when we’re just getting started. Rated A (Excellent) by A.M. Best, we are a financially strong company that is equally invested in the safety of your drivers. We provide superior claims service and comprehensive loss prevention and risk management resources.

Other advantages include:

  • Basket deductible and retention
  • Broadened coverage forms
  • Custom-designed telematics program
  • Claims handling can be unbundled for SIR products

Contact us to find an agent near you.

“For nearly 20 years, Protective has been a valued partner. Not only do they offer the financial wherewithal to underwrite our business, but they also provide trucking-specific expertise to help us continually improve our operations. That’s the difference between a transaction and a mutually beneficial relationship.”

Marc Boyle, President & CEO
Andrew Boyle, Executive Vice President & CFO, Boyle Transportation