Full-Time

Licensed Medicare Insurance Agent

Posted on 5/9/2026

Health Plan One

Health Plan One

1,001-5,000 employees

Health plan enrollment technology and marketing

No salary listed

Lexington, KY, USA + 47 more

More locations: Eau Claire, WI, USA | Greenwich, CT, USA | Morrisville, NC, USA | Lubbock, TX, USA | Jonesboro, AR, USA | Tampa, FL, USA | Miami, FL, USA | Hialeah, FL, USA | Fishers, IN, USA | Cape Coral, FL, USA | Lee's Summit, MO, USA | Leawood, KS, USA | Dallas, TX, USA | Las Vegas Strip, NV, USA | Goose Creek, SC, USA | Union City, GA, USA | Reading, PA, USA | Delanco, NJ, USA | Memphis, TN, USA | Fort Mill, SC, USA | Tallahassee, FL, USA | Chesapeake, VA, USA | Shavano Park, TX, USA | Orem, UT, USA | Fort Smith, AR, USA | Fort Myers, FL, USA | Kansas City, MO, USA | Sun City, AZ, USA | Scottsdale, AZ, USA | Santa Fe, NM, USA | Bloomington, IN, USA | Johnson City, TN, USA | Wilmington, NC, USA | Gastonia, NC, USA | Savannah, GA, USA | Chandler, AZ, USA | Irving, TX, USA | McAllen, TX, USA | Stamford, TX, USA | Roanoke, VA, USA | Farmington, CT, USA | Owasso, OK, USA | Dover, DE, USA | Cedar Rapids, IA, USA | Newport News, VA, USA | Overland Park, KS, USA | Norman, OK, USA

Remote

Category
Sales & Account Management (1)
Required Skills
Sales
Requirements
  • A valid Health Insurance license in your state of residence.
  • A passion for sales and a talent for turning leads into happy clients.
  • At least 18 years old with a high school diploma (or equivalent).
  • Ability to manage multiple carrier relationships simultaneously.
  • Willingness to work a flexible schedule, including evenings and weekends.
  • Must meet compliance and licensure requirements as outlined.
Responsibilities
  • Educate clients about Medicare, identify their unique needs, and match them with the perfect plan.
  • Build meaningful client relationships while guiding them through the enrollment process.
  • Consistently hit sales goals and track your progress.
  • Stay updated on CMS (Center for Medicare and Medicaid Services) rules and regulations to ensure compliance.
  • Collaborate with managers, trainers, and teammates to sharpen your skills and achieve your goals.

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.

Company Size

1,001-5,000

Company Stage

Series A

Total Funding

$6.5M

Headquarters

Trumbull, Connecticut

Founded

2006

Simplify Jobs

Simplify's Take

What believers are saying

  • Lightyear Capital acquired majority stake in June 2020.
  • Kinney Drugs partnered for Medicare Part D comparisons.
  • Two-thirds of management promoted from within.

What critics are saying

  • eHealth undercuts leads pricing by 20-30% with AI.
  • CMS revokes authorization for lead disclosure failures.
  • GoHealth captures 25% carrier partnerships via acquisition.

What makes Health Plan One unique

  • HPOne launched integrated cloud-based sales platform in 2012.
  • Stars Solutions boosts Medicare plans' quality ratings.
  • Authorized CMS Web Broker Entity since 2013.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

2%
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.