Question
Remote
2-5

Independent Medicare Sales Agent – Remote/WFH

3/12/2026

The agent will focus on helping seniors navigate and select the right Medicare coverage and healthcare solutions by leveraging proprietary technology and support systems. This role involves growing an independent business while focusing on sales and relationship building, as post-sale support is handled internally.

Working Hours

40 hours/week

Company Size

11-50 employees

Language

English

Visa Sponsorship

No

About The Company
Connie Health empowers older Americans to make confident, worry-free healthcare decisions. Our Medicare consumer platform combines a tech-driven recommendation engine with local agents for personalized plan and healthcare navigation. We help consumers find the Medicare plan that meets their individual health and economic needs, take advantage of the benefits covered by that plan, and find the best providers in network. Headquartered in Boston, MA. Currently helping older Americans in Arizona, Texas and Chicago. #medicareinsurance #medicareadvantage #medicaresupplement
About the Role

Description

About Connie Health & The Role

At Connie Health, we’re revolutionizing the way older Americans navigate Medicare—but we’re doing it together. As an independent agent, you’ll have the freedom to grow your business with the full support of our team. We’ve built a culture of collaboration, innovation, and fun, where success is shared, and no one feels alone. With cutting-edge technology, real-time support, and a community that celebrates wins, we make it easier for you to focus on what matters most: helping seniors find the right Medicare coverage and the best healthcare solutions.

We’re looking for licensed, ambitious, and customer-focused Medicare Agents to join our growing team. Our unique approach provides agents with cutting-edge tools, personalized support, and a business model built on trust and long-term relationships. If you're passionate about helping others and want to maximize your earning potential, this is the opportunity for you!

Why Join Connie Health?

  • Uncapped Earning Potential
  • Full commission and renewals on business you generate.
  • Competitive flat fee + yearly renewal for company-scheduled appointments.
  • Exclusive Access to Cutting-Edge Technology
  • Proprietary Connie Health Agent Platform with powerful recommendation and quoting tools.
  • Streamlined sales process so you can focus on building relationships and closing deals.
  • Dedicated Support & Training
  • Backing from Western Asset Protection (25+ years of Medicare expertise).
  • Internal operations team to assist with technical and sales support.
  • Ongoing Member Support – Less Hassle, More Sales
  • Our internal Medicare Advisor team handles post-sale customer support.
  • We assist your clients with insurance issues and provider selection—allowing you to focus on selling!

What You’ll Love About Connie Health

  • Lucrative commissions & bonuses
  • Pre-scheduled, qualified leads and appointments - at no cost to you! 
  • Proprietary technology for increased productivity
  • Continuous training & development
  • Internal customer service team—less admin work for you!
  • A mission-driven organization with a collaborative, supportive team

Requirements

Who We’re Looking For:

  • Licensed: Active Health & Life license & AHIP Certification
  • Experienced: 1-3 years of Medicare sales experience.
  • Locally Connected: In-depth knowledge of your local healthcare market.
  • Entrepreneurial: Self-starter with a go-getter mindset.
  • Tech-Savvy: Comfortable using sales platforms and digital tools.
  • Flexible: Willing to work non-traditional hours, especially during AEP.
  • Compliant: Strong understanding of CMS Guidelines. 
Key Skills
Medicare SalesCustomer FocusedSales PlatformsDigital ToolsCMS GuidelinesEntrepreneurialTech-SavvyLicensedAHIP CertificationLocal Market Knowledge
Categories
SalesHealthcare
Benefits
Uncapped Earning PotentialFull commission and renewals on business you generateCompetitive flat fee + yearly renewal for company-scheduled appointmentsPre-scheduled, qualified leads and appointments
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