Benefits. Simplified.

Powerful technology, affordable benefits.

20

Years of
Experience

About

Enrollment First

Enrollment First helps eliminate the headache of benefits administration by combining affordable coverage with a sophisticated enrollment platform. In addition, our advanced reporting tools, 24/7 benefits access, and dedicated in-house Service Center work together to ensure participants have every resource they need to confidently understand and use their benefits.

(865) 684-1030

Call Us Today!

OUR eConnect

Enrollment Technology

Our proprietary eConnect technology provides:

  • 24/7 access to benefits information for participants

  • Fast, self-service enrollment in minutes

  • An employer portal with advanced reporting to manage health spending

Additional platform highlights:

  • Seamless integration with client and partner systems

  • Setup and load time under 30 minutes

  • Real-time tracking of contributions, deduction reports, and more

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Groups

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Brokers

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Members

Industries We Serve

Enrollment First launched in 2002 with a focused mission: to deliver competitive, accessible benefits to independent contractors in the transportation industry. What began with a dedicated call center team has grown into a nationwide platform serving individuals, small businesses, and large groups across multiple sectors.

Today, we continue to innovate customized workplace solutions customized to meet the evolving needs of diverse workforces—whether 1099, W-2, or gig-based.

Transportation

Employer Organizations

Groups 50+

Groups 2-49

Associations

Working Individuals

Products We Offer

• National “A” Rated insurance carriers
• Group underwriting & rates as low as 2 lives
• Guaranteed Issue products
• Fully ACA-compliant medical coverage options

At Enrollment First, we partner with nationally rated “A” insurance carriers to bring you high-quality, affordable benefit options. Our plans are hand-selected to meet the unique needs of today’s diverse workforce—whether you're covering two lives or two hundred.

Participants can choose from a flexible, a-la-carte menu of benefits, allowing them to select only the coverage that fits their lifestyle and budget.

Medical Care

A cost-effective alternative to Major Medical insurance when paired with an ancillary plan, our Daily Medical Care offers doctor visits & prescription benefits for as low as $100/month!

Individual Major Medical

Individual Major Medical solutions available from National A rated insurance partners like Blue Cross Blue Shield, United Healthcare, and more!

Life Insurance

Protect your family’s financial future with our Universal Life coverage offering cash value accumulation in a permanent life plan. Term Life Insurance also available!

Hospital Indemnity

Our Hospital Indemnity protection offers hospital confinement & surgical benefits that complement a Daily Medical Care plan or that can be used to bridge coverage gaps from a high-deductible plan.

Critical Illness

Our Critical Illness protection offers lump sum cash benefits for covered illness & disease. Benefits are paid directly to the policyholder, meaning participants can spend their payout however they choose.

Cancer

An increasingly popular ancillary benefit, our Cancer protection covers diagnostics & treatment for cancerous disease, radiation & chemotherapy, and includes an annual preventative screening, too!

Accident

Our Accident protection offers 24-hour coverage for accidental injury—on or off-the-job. With premium as low as $28/month, this plan is a smart way to prepare for life’s unexpected accidents.

Short-Term Disability

Our Short-Term Disability plan offers income replacement benefits for up to 6 months in the event of temporary disability.

401K

Our 401K(i) plan is the retirement savings solution for independent workers & small businesses. Offer a retirement savings benefit to your workforce at no employer expense!

Simplified Contracting. Streamlined Support.

7,000+ Broker Partners Nationwide

At Enrollment First, we proudly support a growing network of more than 7,000 broker partners across the country. Our goal is simple: make your job easier. That’s why we offer a dedicated Broker Support Team to help you every step of the way—from onboarding and product training to marketing resources and sales assistance.

With our powerful eConnect technology, you can manage your entire book of business from a single dashboard. Track leads, run reports, review commission statements, monitor client activity, and more—all in real time.

Broker Platform Highlights:

  • Access a multi-carrier quoting and enrollment platform
  • View enrollments by group, product, or carrier
  • Track client premiums and paid-to-date status
  • Run reports on open invoices, pending enrollments, and more


Let Us Be Your Partner for Success.

(866) 951-8404

Broker Support

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