Driver retention is the number one challenge in trucking. Health benefits help carriers and fleets recruit drivers, cut churn, and stand out in a tight labor market. We find plans with national networks that travel with your drivers.
Drivers leave for the company across the street when it offers better benefits. Health coverage is consistently one of the top reasons drivers stay or go.
Your drivers are rarely near home, so we focus on plans with broad national PPO networks that work wherever the route takes them.
There is no single right plan. We compare every structure and show you the real numbers so you can pick what fits your team and budget.

The traditional group plan. Predictable monthly premiums, strong carrier networks, and simple administration for your team.
Most familiar
Fixed monthly cost with a potential refund if your team stays healthy. Often the best value for younger, healthier groups.
Cost savings
Reimburse employees tax free for individual plans they choose. Budget control for you, flexibility for your team.
Flexible budget
Round out your package with ancillary benefits that cost little but mean a lot when recruiting and keeping staff.
Complete packageFrom small fleets to growing carriers, here is what we help solve for trucking employers.
Replacing a driver is costly. Benefits give drivers a reason to stay with your fleet.
Your team is spread across the country. We prioritize national networks so care is in reach.
Top drivers compare benefits. A strong plan helps you win them.
Group benefits add admin. We handle setup, adds, drops, and renewals for you.
A quick call about your team size, budget, and what you want the plan to do for you.
We pull quotes across every major carrier and plan structure, side by side with real numbers.
You choose the plan that fits. We handle enrollment, employee questions, and the paperwork.
We manage renewals, adds and drops, and keep your costs in check year after year.
Real pricing depends on your team, location, and plan, but here is a realistic range so you know what to expect. Most employers cover part of the premium and employees pay the rest.
| Coverage | Typical Monthly Range | Notes |
|---|---|---|
| Per employee, single | $350 to $650 | Split between employer and employee |
| Level funded group | Often 10 to 30 percent less | Possible refund if claims stay low |
| ICHRA | You set the budget | Reimburse a fixed amount tax free |
| Dental and vision add-on | $8 to $30 per person | Low cost, high impact for retention |
"Our turnover dropped after we added health benefits. Drivers tell recruiters it is why they came to us."
"National network was the must-have. VS Health Benefits found a plan that covers my drivers in every state we run."
"They handled the whole setup and my drivers' questions. I just had to choose the plan."
Yes. Carriers with as few as two employees can qualify for group or level funded coverage, and ICHRA works for nearly any size fleet. We match the structure to your team and budget.
That is exactly what we focus on. We prioritize plans with broad national PPO networks so your drivers can find in-network care wherever their route takes them.
Most group plans need at least two enrolled employees. Smaller operations can use an ICHRA or individual approach, and we can grow the plan as you hire.
Single coverage commonly runs about 350 to 650 dollars per month, usually shared between employer and driver. Level funded plans can cost less for a healthy roster. We show exact numbers free.
Owner-operators usually need individual coverage rather than a group plan. We help with that too. See our truck driver health insurance guide for owner-operator options and 1099 driver coverage, or call us and we will point you the right way.
Free consult. No pressure. No fees. We do the comparison for you and handle the setup.
Underwriting does not treat every trucking operation the same. Carriers price on payroll classification, driver turnover, average length of haul, and the physical demands of the work. What fits a local drayage outfit is rarely what fits a long-haul refrigerated carrier.
Reefer operations run longer average hauls and keep drivers out for extended stretches, which makes national PPO network reach the deciding factor. A regional HMO looks cheaper on the spreadsheet and fails the moment a driver needs care three states from the terminal. Reefer fleets also tend to run tighter margins on produce lanes, so level-funded plans that refund unused claims dollars are often worth modeling.
Flatbed and heavy-haul work carries more physical exposure — tarping, chaining, securement — and that shows up in claims history. Expect underwriters to look closely at your workers' compensation experience alongside the health application. Plans with strong orthopedic and physical therapy coverage matter more here than in a dry van fleet.
Dump and aggregate operations are usually local or regional, with drivers home nightly. That changes the calculation entirely: a well-built regional network can work, and it can cost meaningfully less than a national PPO. These fleets are also frequently seasonal, so plan for how coverage handles headcount swings between busy and slow months.
Oilfield hauling combines long hours, remote job sites, and elevated risk classifications. Network adequacy in rural areas is the constraint most brokers miss. Telehealth access is not a nice-to-have in this segment — it is often the only realistic primary care a driver will use.
Port and intermodal work is dense, local, and highly competitive on driver pay. Benefits are frequently the deciding factor when a driver chooses between two carriers paying within a few cents per mile of each other. Because drayage drivers are home daily, a strong regional network plus solid dental and vision usually beats an expensive national plan.
It depends on your operation. Long-haul and refrigerated fleets need national PPO network reach because drivers need care far from home. Local dump, aggregate and drayage fleets whose drivers are home nightly can often use a regional network at meaningfully lower cost. Level-funded plans suit fleets with a healthier, younger driver population because unused claims dollars can be refunded.
Generally no. Group health plans cover W-2 employees. Independent contractors and owner-operators must enroll in individual coverage. However, employers can still help contractors enroll individually, which is a meaningful retention tool at no cost to the company. Owner-operator subsidies are calculated on net income after truck expenses, which often produces a better result than a group plan.
In Florida, two W-2 employees is the practical minimum for a small group health plan. Employers with fewer than 50 full-time equivalents are not required to offer coverage under the ACA, but most trucking companies offer it voluntarily because benefits are one of the strongest driver retention tools available.
Yes. We are based in Miami and work with carriers throughout Miami-Dade, Broward and Palm Beach, including operations in Medley, Hialeah, Doral and Opa-locka and drayage carriers serving PortMiami and Port Everglades. We run enrollment in both English and Spanish.
We are based in Miami and work with carriers across Miami-Dade, Broward, and Palm Beach — including the trucking corridors around Medley, Hialeah, Doral, Opa-locka, and the drayage operations serving PortMiami and Port Everglades.
Two things make South Florida fleets different from the national picture:
Florida has no state-level small group mandate beyond federal ACA rules, so employers with fewer than 50 full-time equivalents are not required to offer coverage. Most fleets we work with offer it anyway, because in a market this competitive for CDL drivers, benefits are what stops a driver from leaving for the carrier down the street.
If most of your drivers are 1099 owner-operators, a group plan may not be the right tool — and we will tell you that rather than sell you one. In that case the better play is usually helping your drivers enroll individually, where their subsidy is calculated on net income after truck expenses. That often lands them better coverage than a group plan would, at no cost to you.
Two W-2 employees is the practical floor for a small group plan in Florida. Below that, or where the roster is mostly contractors, individual enrollment or an ICHRA arrangement is usually the better structure. Participation requirements matter too — most carriers want a meaningful share of eligible employees enrolled before they will issue a group policy, though that requirement is commonly relaxed during the annual open enrollment window.
Everything we publish for drivers, owner-operators and fleets.
What changes between fleets is not the plan type — it is the network. A driver 1,400 miles from home needs coverage that works where the truck is.
Reefer runs are long-haul and often cross a dozen states. A regional HMO is close to useless for a driver in the middle of one; you want a genuine national PPO network. This is the single most important design decision for a reefer fleet, ahead of price.
Flatbed, dump, oilfield and drayage each run different route profiles. Short-haul and drayage fleets whose drivers sleep at home can use a regional network and save real money; long-haul cannot.
Leased owner-operators are 1099 and cannot go on your group plan. Many carriers use an ICHRA to reimburse their individual premiums tax-free instead, which is a legitimate way to offer something without reclassifying anyone.
Benefits are consistently one of the top reasons drivers stay or leave. For a small fleet, the cost of covering a driver is usually far less than the cost of recruiting and onboarding a replacement.