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Health Plan One

Health plan enrollment technology and marketing

Overview

HPOne provides technology-driven sales and marketing services for the health and Medicare insurance markets. The company operates online marketplaces where consumers compare and enroll in plans, while also managing outsourced contact centers and lead generation for insurance carriers. Unlike traditional brokers, HPOne acts as a strategic partner by offering specialized tools to help health plans improve their quality ratings and transition retirees to new payment models. Its goal is to help insurance providers grow their membership and retain customers through a cost-effective, digital-first enrollment process.

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About Health Plan One

Simplify's Rating
Why Health Plan One is rated
C-
Rated C on Competitive Edge
Rated C on Growth Potential
Rated D+ on Differentiation

Industries

Data & AnalyticsEnterprise SoftwareFintechFinancial Services

Company Size

1,001-5,000

Company Stage

Series A

Total Funding

$6.5M

Headquarters

Shelton, Connecticut

Founded

2006

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Simplify's Take

What believers are saying

  • Kinney Drugs partnered with HPOne in 2026 for free Medicare Part D comparisons.
  • HPOne’s 2025 ClearMatch refresh expands branded consumer traffic into Medicare shopping.
  • NiCE reported a 10-point adherence improvement after HPOne’s June 2025 WFM rollout.

What critics are saying

  • CMS rule changes in 2026 compress broker margins and raise compliance costs.
  • Carrier commission cuts can slash HPOne revenue during the 2026 Medicare Annual Enrollment Period.
  • A failed AEP or carrier insourcing would destroy lead volume and threaten Lightyear-backed economics.

What makes Health Plan One unique

  • HPOne combines Medicare marketplaces, lead generation, and outsourced enrollment under one platform.
  • Its ClearMatch rebrand on August 5, 2025 targets 65-plus consumer acquisition.
  • NiCE case study says HPOne managed 4,000 agents with real-time AEP visibility.

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Funding

Total Funding

$6.5M

Below

Industry Average

Funded Over

1 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Below Average

Industry standards

$15M
$6.5M
$8.2M
$15M
$30M

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • 401(k) Retirement Plan

Company News

Drug Store News
Oct 17th, 2023
Kinney Drugs partners with Health Plan One, EnlivenHealth on Medicare Part D Plan comparisons

Kinney Drugs, a 100% employee-owned community pharmacy chain in New York and Vermont, has partnered with Health Plan One and EnlivenHealth to offer free Medicare Part D plan comparisons.

Westfair Communications
Jul 22nd, 2022
Health Plan One, LLC hires Benjamin Pajak as CEO

HealthPlanOne, a Trumbull-headquartered digital health distribution platform for the senior health care market, has named Benjamin Pajak as CEO.

PR Newswire
Sep 29th, 2021
HPOne recognized as one of Orlando's Top Workplaces on Aug 29th 21'.

The company prioritized hiring in key markets like Texas, Arizona and Florida, where HealthPlanOne was recently named one of Orlando's Top Workplaces by The Orlando Sentinel.

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