Benefits Tailored for the Trucking and Transportation Industry

Drive with Confidence: Specialized Benefits for Truckers and Fleets

We are Here for our Trucking Industry Partners

At Bennett & Pyles Insurance Group, we understand the unique challenges of the trucking world – from long-haul risks to driver retention. Our customized benefits packages help you protect your team, manage costs, and stay compliant. Whether you're an owner-operator or managing a fleet, explore benefits designed just for you.


Why Do We Offer a Full Suite of Benefits Tailored for Trucking?


The transportation industry demands more than standard coverage. With high accident rates, irregular schedules, and the need for portable benefits, our solutions address real-world needs. We use tools like Employee Navigator for seamless enrollment and AgencyBloc for efficient workflows, ensuring smooth client acquisition and renewals.


Work with us to:


  • Boost Driver Retention: Attract top talent with competitive perks.
  • Reduce Risks: Specialized insurance for on-the-road hazards.
  • Save Costs: Flexible, voluntary options like self-funded programs (e.g., Aetna alternatives) and GAP insurance.


CDL Defender

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Keep your drivers on the road and your business running smoothly with CDL Defender — the only protection that covers 100% of attorney fees for traffic and DOT violations. With added perks like financial coaching, tax help, and discounted legal services, CDL Defender safeguards your drivers’ livelihoods while boosting retention and your bottom line.

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Health and Wellness Benefits

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Support your drivers' health on and off the road with comprehensive, affordable plans. We compare top carriers like Anthem and Aetna to find the best fit.


Major Medical Insurance

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Telemedicine for quick consultations during hauls, covering preventive care for fatigue and injuries. Fully insured or self-funded options available.


Dental and Vision Coverage

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Portable plans through partners like HRI Dental & Vision – perfect for drivers who can't make regular office visits.


Mental Health Support

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Employee Assistance Programs (EAP) with 24/7 hotlines for stress, isolation, and work-life balance.


Disability and Accident Protection

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Protect against the industry's high risks with voluntary insurance that's flexible for independent contractors and fleets.


Occupational Accident Insurance (Occ/Acc)

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Covers on-the-job injuries, medical bills, and lost wages – a smart alternative to traditional workers' comp.


Short- and Long-Term Disability

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Income replacement for accidents or illnesses, customized for loading/unloading hazards.


Life Insurance

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Group policies with accidental death benefits, ensuring security for drivers' families.


Emergency Transport

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Provide peace of mind for your fleet with emergency transport coverage that guarantees fast access to critical care, and minimizes financial risk for you and your drivers.


Retirement and Financial Security

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Build long-term stability for your team in an industry with variable income.


401(k) Retirement Plans

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Employer matching with easy vesting, plus financial coaching for truckers' unique pay cycles.


Financial Wellness Tools

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Apps for budgeting and debt management to handle feast-or-famine earnings.


Workman's Comp

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Safeguard your trucking business with dependable, cost-effective workers’ compensation coverage that protects both your drivers and your company.


Pet and Family Rider Policies

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Bring loved ones (or pets!) on the road to reduce loneliness and improve morale.


Specialized Risk Management

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Go beyond basics with coverage for trucking-specific liabilities.


Non-Trucking Liability (Bobtail Coverage)

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Go beyond basics with coverage for trucking-specific liabilities.


Cargo and Physical Damage Insurance

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Safeguard loads and rigs from theft, damage, or disasters.


Cyber Liability

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Go beyond basics with coverage for trucking-specific liabilities.


Enroll your team with the power of technology

We use the latest technologies to simplify enrollment and benefits management, so you can easily reach your employees wherever they travel... 24/7.

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Ready to Customize Your Benefits Package?


We're experts in trucking benefits, with all underwriting and applications streamlined for quick implementation. Contact us for a no-obligation consultation – let's map out a plan that fits your fleet.