Transportation Benefits Solutions

Tailored Enrollment & Compliance Services for the Transportation Industry

Enrollment First specializes in providing tailored transportation benefits solutions that address the specific needs of transportation companies and independent contractors, including large fleets, regional carriers, and owner-operators. Our platform simplifies benefit enrollment and ensures compliance with ACA regulations, enabling your organization to offer meaningful benefits efficiently and effectively, ultimately supporting the well-being and retention of your workforce.

We specialize in working with:

  • Motor carriers

  • Owner-operator networks

  • Freight & logistics companies

  • Last-mile and delivery services

  • CDL driver workforces


Why Transportation Companies Trust Enrollment First

ACA Compliance Made Easy

Transportation companies trust Enrollment First because our solutions simplify ACA compliance by handling all aspects of regulatory requirements, from offer tracking to 1095 reporting, allowing them to stay compliant effortlessly without increasing administrative workload, so they can focus on their core operations while ensuring their benefit programs meet all legal standards.

Built for Mobile & On-the-Go Workforces

Designed for mobile and on-the-go workforces, Enrollment First provides a user-friendly, mobile-first platform that includes SMS enrollment reminders and communications, ensuring drivers and other mobile employees can easily access and manage their benefits anytime and anywhere, fitting seamlessly into their dynamic schedules.

Dedicated Service for Drivers

Enrollment First offers personalized support through our in-house Service Center, helping drivers and contractors understand, select, and utilize their benefits effectively, so transportation companies can focus on their operations while we handle all customer support inquiries.

Streamlined Enrollment

Our streamlined enrollment solutions are designed to seamlessly accommodate full-time employees, contractors, or a blended workforce, providing flexible and cost-effective services that align with your unique business model and budget.


Coverage Designed for Transportation Workers

We help transportation companies offer a wide range of benefits, including:

  • Health Plans

  • Dental & Vision

  • Term Life Disability

  • Retirement Plans

  • Accident & Critical Illness Protection

Enrollment First assists in offering affordable, accessible coverage options that enhance driver recruitment, improver retention and promote overall wellbeing, ensuring a healthier and more satisfied workforce.


Ready to Offer Better Benefits?

Let Enrollment First craft a tailored benefits strategy that aligns with your business objectives and promotes your workforce’s health and wellbeing. Contact us today to discover how our solutions can elevate your transportation operation and support your team effectively.

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