Tailored Enrollment & Compliance Services for the Transportation Industry
At Enrollment First, we offer transportation benefits solutions because we understand the unique challenges that transportation companies and independent contractors face when it comes to benefits. Whether you’re a large fleet, a regional carrier, or manage owner-operators, our enrollment platform and compliance support help you deliver meaningful benefits while meeting ACA requirements.
We specialize in working with:
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Motor carriers
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Owner-operator networks
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Freight & logistics companies
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Last-mile and delivery services
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CDL driver workforces
Why Transportation Companies Trust Enrollment First
ACA Compliance Made Easy
Our solutions are built to navigate the Affordable Care Act and help you stay compliant without adding administrative burden. We manage everything from offer tracking to 1095 reporting.
Built for Mobile & On-the-Go Workforces
Drivers are rarely at a desk—and that’s why we offer mobile-first communications, SMS enrollment reminders, and a user-friendly platform designed for people who are always on the move.
Dedicated Service for Drivers
Our in-house Service Center provides personalized support to help contractors understand, choose, and use their benefits—all without you having to field the calls.
Streamlined Enrollment
Whether you work with full-time employees, contractors, or a blended workforce, we offer enrollment services that fit your business model and your budget.
Coverage Designed for Transportation Workers
We help transportation companies offer a wide range of benefits, including:
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PPO and MEC health plans
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Dental & vision
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Term life & disability
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401(k) retirement programs
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Accident & critical illness protection
Enrollment First helps you present affordable, accessible coverage that supports driver recruitment, retention, and wellbeing.
Ready to Offer Better Benefits?
Let us build a benefits strategy that supports your business goals and your workforce’s health.
Contact us today to learn how Enrollment First can serve your transportation operation.