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HealthPlanOne

Tech-enabled health plan enrollment and marketing

Overview

HealthPlanOne provides sales and marketing services to help health insurance carriers find and enroll new members. The company operates online marketplaces where consumers compare plans and uses a cloud-based platform to manage outsourced contact centers and lead generation for insurance providers. Unlike traditional brokers, it offers a full-service model that combines digital lead generation with specialized programs to improve plan quality ratings and manage retiree transitions. Its goal is to help insurance carriers grow their membership and improve customer retention through cost-effective, data-driven enrollment solutions.

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About HealthPlanOne

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

Industries

Data & AnalyticsEnterprise SoftwareFinancial ServicesHealthcare

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

  • August 5 2025 ClearMatch relaunch shows management is still investing in growth.
  • June 2025 NiCE workforce rollout signals operating discipline for peak enrollment season.
  • Kinney Drugs partnership extends HPOne into local pharmacy-mediated Medicare Part D comparisons.

What critics are saying

  • McClain v. HealthPlanOne filed January 7 2025 exposes TCPA and outreach compliance risk.
  • The 2025 DOJ broker-insurer case raises scrutiny across Medicare marketing partners and attribution practices.
  • Heavy dependence on Medicare Annual Enrollment Period creates a brutal existential revenue cliff.

What makes HealthPlanOne unique

  • HPOne combines Medicare brokerage, lead generation, and contact-center execution under one roof.
  • August 5 2025 ClearMatch refresh sharpened its 65+ consumer brand before AEP.
  • Benjamin Pajak, July 2022 CEO, brings direct-to-consumer marketplace experience from Willis Towers Watson.

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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

  • Remote Work Options
  • Professional Development Budget

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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