Full-Time
Licensed Medicare Insurance Agent
Health Plan One
1,001-5,000 employees
Health plan enrollment technology and marketing
No salary listed
Lexington, KY, USA + 49 more
More locations: Eau Claire, WI, USA | Greenwich, CT, USA | Lehigh Acres, FL, USA | Lubbock, TX, USA | Peoria, AZ, 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 | Abilene, TX, USA | Leawood, KS, USA | Dallas, TX, USA | Goose Creek, SC, USA | Reading, PA, USA | Memphis, TN, USA | Bartlett, TN, USA | Fort Mill, SC, USA | Tallahassee, FL, USA | South Fulton, GA, USA | Chesapeake, VA, USA | Orem, UT, USA | Cary, NC, USA | Shawnee, KS, USA | Fort Smith, AR, USA | Kansas City, MO, USA | Scottsdale, AZ, USA | Santa Fe, NM, USA | Bensalem Township, PA, USA | Leon Valley, TX, USA | Bloomington, IN, USA | Johnson City, TN, USA | Wilmington, NC, USA | Paradise, NV, USA | Gastonia, NC, USA | Savannah, GA, USA | Georgetown, KY, USA | Chandler, AZ, USA | Irving, TX, USA | McAllen, TX, USA | Roanoke, VA, USA | Owasso, OK, USA | Dover, DE, USA | Cedar Rapids, IA, USA | Newport News, VA, USA | West Hartford, CT, USA | Norman, OK, USA
Remote
 Sales & Account Management (1) |
|---|
Get referred to Health Plan One
See people who can refer or advise you
- A valid health insurance license in the state of residence is required.
- Candidates must be at least 18 years old and have a high school diploma or equivalent.
- Candidates must be willing to work a flexible schedule, including evenings and weekends.
- Candidates must meet applicable compliance and licensure requirements.
- Educate clients about Medicare, identify their needs, and match them with suitable insurance plans.
- Build client relationships and guide clients through the enrollment process.
- Meet sales goals and track sales progress.
- Stay current on Center for Medicare and Medicaid Services rules and regulations to ensure compliance.
- Work with managers, trainers, and teammates to improve skills and achieve goals.
- A passion for sales and the ability to turn leads into clients.
- Ability to manage multiple carrier relationships simultaneously.
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
Get referred to Health Plan One
See people who can refer or advise you
Simplify's Take
What believers are saying
- August 2025 ClearMatch rebrand targets Medicare-eligible adults ahead of the 2025 AEP.
- November 2025 Tampa call-center expansion increases enrollment capacity for peak-season demand.
- Employer Solutions expansion broadens retirement-book transfer opportunities beyond pure Medicare lead generation.
What critics are saying
- McClain v. HealthPlanOne, LLC filed January 7, 2025, exposes TCPA liability.
- CMS rule changes and lead-compliance scrutiny threaten HPOne's broker-driven Medicare model immediately.
- A failed AEP conversion cycle in 2025-2026 would crush revenue and valuation.
What makes Health Plan One unique
- HPOne pairs Medicare enrollment with proprietary consumer marketplaces, ClearMatch and MyClearMatch.
- Benjamin Pajak brought Willis Towers Watson individual-marketplace expertise in July 2022.
- The August 2025 ClearMatch refresh sharpened HPOne's 65+ acquisition funnel before AEP.
Help us improve and share your feedback! Did you find this helpful?
Benefits
Health Insurance
Dental Insurance
Vision Insurance
401(k) Retirement Plan
Company News
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.
HealthPlanOne, a Trumbull-headquartered digital health distribution platform for the senior health care market, has named Benjamin Pajak as CEO.
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.