Full-Time

Sales Supervisor

Posted on 8/14/2025

HealthPlanOne

HealthPlanOne

1,001-5,000 employees

Tech-enabled health plan enrollment and marketing

No salary listed

Tampa, FL, USA + 3 more

More locations: Dallas, TX, USA | San Antonio, TX, USA | St. Petersburg, FL, USA

Remote

Candidates can be based in various states including TX and FL, but must be located in one of the specified cities.

Category
Sales & Account Management (2)
,
Required Skills
Sales
Customer Service
Requirements
  • High School Diploma or equivalent
  • Previous experience leading a team of 10+ employees
  • 6 months experience in a sales call center environment
  • Previous experience with Medicare Advantage sales
  • A current and valid Health License
  • Strong written and verbal communication skills
  • Must be detail-oriented, motivated, self-starter, with excellent time management and organization skills
  • Ability to resolve escalated issues with members, carriers and other clients
Responsibilities
  • Coach team of sales agents to drive new sales
  • Execute on daily operational procedures and tactics
  • Ensure employees have appropriate training and other resources to perform their jobs
  • Create and maintain a high-quality work environment so team members are motivated to perform at their highest level
  • Bridge clear messages and instructions to the team
  • Motivate team members
  • Monitor team’s performance
  • Conduct real-time phone monitoring and coaching to agents using a variety of systems
  • Coach agents on the proper ways to effectively use rebuttals to improve closure sales
  • Maintain industry and product knowledge
  • Meet and/or exceed call center key metrics
  • Assist agents with product specific questions
  • Certify newly hired sales agents on proper execution of call flow and other call center procedures
  • Create a productive and positive synergy with the team
  • General understanding of workforce management
  • Ensure applications are submitted accurately and on time
  • Understand and adhere to all Company Carrier and/or CMS related policies and procedures
  • Ensure staff is aligned to approved WFM schedules
  • Assist agents with difficult and escalated calls
  • Perform related jobs duties as required
Desired Qualifications
  • Bachelor’s Degree
  • Previous experience with an outbound dialing program

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.

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

  • Kinney Drugs partnership expands Medicare Part D comparisons in New York, Vermont.
  • Lightyear Capital's 2020 recapitalization fuels member acquisition growth.
  • 3,000 employees across nine locations serve nationwide Medicare consumers.

What critics are saying

  • CMS Medicare Advantage cuts shrink carrier budgets 10-25% in 2025-2026.
  • Oscar Health, eHealth displace 15-30% marketplace traffic annually.
  • Lightyear forces sale by 2026-2027 amid depressed insurtech valuations.

What makes HealthPlanOne unique

  • HPOne delivers exclusive Medicare leads as largest producer since 2011.
  • Proprietary cloud-based sales platform launched in 2012 enables enrollment.
  • CMS-authorized Web Broker since 2013 supports direct-to-consumer marketplaces.

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Benefits

Remote Work Options

Professional Development Budget

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.

INACTIVE