Tailored Benefits Solutions for Today’s Evolving Workforce
At Enrollment First, we know that every industry and workforce faces unique challenges and needs.
Since launching in 2002, we’ve built customized benefits solutions that serve full-time employees, independent contractors, and gig workers. Initially, we supported the transportation industry through a single call center and a narrow product offering.
However, we quickly expanded our reach as more industries turned to us for scalable, flexible, and affordable benefit programs. Now, our nationwide platform supports staffing, construction, healthcare, delivery, and other dynamic industries with diverse workforces.
Whether you manage a mobile, seasonal, or remote team, we provide tools that simplify enrollment and help maintain compliance. In addition, our services increase benefits participation while reducing administrative work for employers and organizations of every size.
Transportation
We got our start serving contractors and fleet operators in the transportation space—and we haven’t looked back. From owner-operators to CDL carriers, we deliver ACA-compliant benefits and enrollment tools that are mobile-friendly and easy to use on the road.
👉 Explore Transportation Solutions
Construction & Trades
With high turnover and multiple job sites, construction crews and trade professionals need flexible benefits that follow them wherever they work. We provide MEC and voluntary plans that support recruitment, retention, and compliance—no matter the size or structure of your workforce.
Home Health & Care Services
In home health and caregiving, compassion is critical—and so is access to coverage. We serve agencies and caregivers with streamlined benefit offerings that reduce admin time, meet ACA requirements, and support wellness for part-time and full-time employees alike.
👉 Explore Healthcare Solutions
Staffing & Workforce Agencies
For staffing firms juggling multiple clients and worker types, managing benefits can be overwhelming. Our enrollment platform and reporting tools make it easy to offer consistent, compliant benefits across a variable workforce.
Gig Economy & Delivery Services
Whether you’re serving 1099 app-based contractors or a fast-growing last-mile delivery team, we offer affordable benefits that are easy to understand, opt into, and manage—designed for digital-first enrollment and mobile access.
Don’t See Your Industry?
We work with a wide range of companies, from small businesses to national brands. If your workforce has unique needs, we’ll build a solution to match.
Why Choose Enrollment First?
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Customized Plan Design for industry-specific needs
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Self-Serve Enrollment Tools with 24/7 access
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Dedicated Service Center for participant support
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Fast Onboarding and real-time reporting
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ACA Expertise & Compliance Tracking
Let’s Build a Smarter Benefits Strategy
Whether you’re offering MEC plans, dental and vision, or full major medical bundles, Enrollment First is here to help you deliver benefits that work—without the administrative headache.
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👉 Get A Quote
👉 Learn More About Our Platform