TRUCKING & FLEET

Insurance Specialty Division

Protecting your trucks. Backing your drivers. Respecting your operation.

WHO WE ARE

At Bryson, we understand that trucks, trailers, fleets, and freight lanes are more than line items on a balance sheet. They represent livelihoods, hard-built businesses, and work that keeps the country moving. We deliver practical coverage solutions that support daily operations on the road and in the yard. We take the time to understand how you operate and protect your vehicles, drivers, cargo, and business in a way that fits your fleet.

SOLUTIONS

We specialize in comprehensive trucking insurance programs built around how your operation actually runs. We go beyond placing a policy, actively managing your claims, consulting on safety and DOT compliance, and making carriers compete for your business so your premiums reflect the quality of your operation.

WHO WE SERVE

Close-up of a large yellow dump truck used in mining, highlighting its robust build and giant wheels.

Commercial Fleets & Owner-Operators

  • Owner-operators and independent contractors
  • Small and mid-size trucking companies
  • Large fleet operators and logistics companies
  • Oilfield & energy haulers
  • Flatbed and drybox van carriers
  • Dump truck operators & HAZMAT
  • Refrigerated and temperature-controlled
  • Specialized and heavy haul operators
A cargo truck travels on a highway at sunset, surrounded by an open landscape, symbolizing logistics and transportation.

Trucking Core Coverage Solutions

  • Auto Liability
  • Bobtail & Non-Trucking Liability
  • Uninsured/Underinsured Motorist
  • Physical Damage: Collision & Comprehensive
  • Motor Truck Cargo
  • Reefer Breakdown & High-Value Loads
  • General Liability
  • Workers’ Compensation & OCC/ACC
  • Commercial Property
  • Excess/Umbrella Coverage
Rear view of a large tanker truck transporting fuel on a highway, emphasizing logistics and transportation.

Freight, Cargo & Logistics

  • Freight brokers and logistics companies
  • Last-mile and regional delivery operations
  • Intermodal and port drayage operators
  • Dispatch and fleet management companies
Red semi-truck driving through scenic highway in a mountainous landscape.

Trucking Support Industries

  • Truck dealerships and repair facilities
  • Driver staffing and leasing companies
  • Commercial truck financing and leasing
  • Fleet maintenance and service contractors

WHY BRYSON

We spend our time in the same world you do — around truck yards, weigh stations, CSA audits, and tight renewal deadlines. Bryson’s trucking team understands:

• The realities of keeping trucks moving, drivers compliant, and claims from derailing your renewals.
• The challenges of managing loss ratios, fluctuating freight markets, and rising insurance costs.
• The pressure of DOT compliance, cargo contracts, certificate requirements, and fleet safety scores

WHAT WE BRING

• Strong relationships with top commercial trucking insurance carriers who compete for your business when your profile is clean.
•Aggressive claims management to close losses fast and fight unwarranted hits that damage your loss history.
• CSA score analysis and DOT compliance consulting to help you run a tighter, lower-risk operation.
• Coverage benchmarking to identify gaps and eliminate unnecessary spend at renewal.
• A long-term partnership mindset to support growth, fleet expansion, new authority, and changing operations

CASE STUDY

For over a decade, a Texas-based trucking company assumed their loyalty to the same carrier was being rewarded. It wasn’t. Following a leadership change, new management opened the door to a fresh set of eyes, and what Bryson found was eye-opening: a $1M+ shock loss that had never been properly explained to the market, and years of operational improvements that carriers simply didn’t know about. Bryson stepped in, told the real story, and cut their insurance spend from $3.6 million to $2.8 million, slashing their insurance costs as a percentage of EBITDA from 17% to just 7%.

Take the Wheel

Let's review your current trucking insurance program. No pressure and no hard sell. We'll look for ways to strengthen your coverage, clean up your claims history, and — where your numbers support it — bring carriers to the table competing for your business.

Contact Kyle

Founded in 1969, we credit our longevity to a simple principle

Bryson was started over half a century ago and we are stronger than ever. We are extremely proud of our legacy. Not many businesses can claim such a lasting history. Sure, times have changed. However, there is one simple principle that has served us well into our 6th decade, treat the client’s business as if it were our own.


Business owners and management teams appreciate the Bryson approach because we understand the challenges of running a business in today’s complex world. With our strategic approach and a focus on cost reduction, we turn benefits and insurance into a competitive advantage.