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Remote Medicare Sales Supervisor Jobs (NOW HIRING)

Keystone Advisors

Remote Medicare Sales Representative

$23 - $25/hr

We are seeking experienced and motivated Medicare Sales Agents for a high-performance remote sales position focused on heavy outbound dialing and lead conversion. Agents will work third-party vendor ...

Caring Choice Insurance Group

Be Seen First

Remote Medicare Sales Agent

Pembroke Pines, FL · Remote

$1.0K - $5.0K/wk

... Medicare sales, can build trust quickly, identify the client's needs, recommend the right solution, stay compliant -- and confidently ask for the business. 100% Remote position. Leave the traffic ...

New

Caring Choice Insurance Group

Be Seen First

Remote Medicare Sales Agent

Pembroke Pines, FL · Remote

$1.0K - $5.0K/wk

... Medicare sales, can build trust quickly, identify the client's needs, recommend the right solution, stay compliant -- and confidently ask for the business. 100% Remote position. Leave the traffic ...

New

Exact Medicare

Medicare Sales Agent

Charlotte, NC · Remote

$50K - $150K/yr

Remote and/or Field-Based Position Overview We are seeking motivated, licensed, and results-driven Medicare Sales Agents to join our growing team as independent 1099 contractors. In this role, you ...

Clear Source

Remote Health Agent

$60K - $85K/yr

Description Seeking career-oriented REMOTE Medicare Sales Agents to join our exciting and energetic Medicare Sales team! Licensed Agents will drive Medicare sales by taking calls and using a ...

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Remote Medicare Sales Supervisor information

See salary details

$27.5K

$75.8K

$142.5K

How much do remote medicare sales supervisor jobs pay per year?

As of Aug 27, 2026, the average yearly pay for remote medicare sales supervisor in the United States is $75,848.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,000.00 and $96,500.00 per year, depending on experience, location, and employer.

What is the difference between Remote Medicare Sales Supervisor vs Remote Medicare Sales Agent?

AspectRemote Medicare Sales SupervisorRemote Medicare Sales Agent
CertificationsMedicare certification, sales licenseMedicare certification, sales license
Work EnvironmentSupervisory, team managementIndividual sales, customer interaction
Employer UsageHealth insurance companies, brokersInsurance agencies, brokers
Search IntentLeadership, team management rolesSales, customer acquisition roles

The main difference is that the Remote Medicare Sales Supervisor oversees sales teams and manages operations, while the Remote Medicare Sales Agent focuses on individual sales and customer interactions. Both roles require Medicare certifications and work within the health insurance industry, but their responsibilities and focus differ significantly.

More about Remote Medicare Sales Supervisor jobs

What cities are hiring for Remote Medicare Sales Supervisor jobs?

Cities with the most Remote Medicare Sales Supervisor job openings:

What are the most commonly searched types of Medicare Sales Supervisor jobs?

The most popular types of Medicare Sales Supervisor jobs are:

What states have the most Remote Medicare Sales Supervisor jobs?

States with the most job openings for Remote Medicare Sales Supervisor jobs include:

What job categories do people searching Remote Medicare Sales Supervisor jobs look for?

The top searched job categories for Remote Medicare Sales Supervisor jobs are:

Remote Medicare Sales Supervisor jobs near you
Infographic showing various Remote Medicare Sales Supervisor job openings in the United States as of August 2026, with employment types broken down into 81% Full Time, 18% Part Time, and 1% Contract. Highlights an 77% Physical, 1% Hybrid, and 22% Remote job distribution, with an average salary of $75,848 per year, or $36.5 per hour.

Remote Medicare Sales Representative

Remote

Keystone Advisors
See more jobs at Keystone Advisorsexternal

$23 - $25/hr

Full-time

Medical, Dental, Vision, PTO

Re-posted 18 hours ago

Job description

Job Summary
Keystone is a fast-growing company seeking top talent employees. If you want to be part of a team with a purpose Keystone may be right for you. We are seeking licensed ACA Telesales professionals to have a pivotal role assisting the company achieve our goal of new customer growth while maintaining an exceptional customer experience and setting a new benchmark in the industry. You will be responsible for promoting our products and services to new potential customers while being supported by Keystone Advisors team. This is a permanent full-time position plus bonus & commissions!
Excepting Applications from the following States: AZ, FL, IL, UT, TX, NM, GA, TN
Position Overview: We are seeking experienced and motivated Medicare Sales Agents for a high-performance remote sales position focused on heavy outbound dialing and lead conversion. Agents will work third-party vendor leads, contact Medicare prospects, qualify beneficiaries, and close enrollments while maintaining full CMS compliance.This role also emphasizes policy effectuation, member retention, and cross-selling ancillary products to maximize client value and long-term retention. Ideal candidates are strong closers who understand relationship-based sales and are comfortable working in a fast-paced outbound environment.
Responsibilities
    • Make high-volume outbound calls to prospects
    • Work and convert third-party lead vendor calls
    • Educate beneficiaries on Medicare Advantage, Medicare Supplement, and PDP plans
    • Build rapport quickly and overcome objections
    • Complete compliant enrollments
    • Strong Follow up skills with clients to maintain policy effectuation
    • Maintain strong member retention through proactive client support and follow-up
    • Must Cross-sell ancillary products including dental, vision, hearing, hospital indemnity, and other supplemental coverage options
    • Maintain accurate CRM notes and follow-up activity
    • Meet daily dialing, talk-time, sales, retention, effectuation, and ancillary sales KPIs

Qualifications
    • Active Health Insurance License required
    • AHIP certification preferred
    • Medicare sales experience required
    • Strong outbound sales and closing skills
    • Experience with retention, effectuation, and ancillary product sales a MUST
    • Comfortable in a heavy outbound dialing environment
    • Self-motivated, competitive, and goal-oriented
    • Reliable internet connection and dedicated remote workspace
    • Experience working third-party vendor leads is a plus
    • MUST be able to get appointed with carriers
    • Excellent attendance and availability required for remote consideration

Ideal Candidate
  • Strong closer with proven Medicare Marketplace sales experience
  • Comfortable working fast-paced outbound leads with high call volume
  • Skilled in building trust quickly and guiding clients to the right plan
  • Understands the importance of policy activation and long-term retention
  • Motivated by performance, commissions, and hitting targets

Knowledge, Skills, Abilities, & Experience
  • Self-motivated; upbeat attitude with high energy level
  • Excellent customer service skills
  • Excellent verbal, written communication, and interpersonal skills
  • Empathy and patience
  • Ability to multi-task
  • Passion to succeed, with a competitive spirit
    Company Benefits
    • Paid time off, Generous paid Holidays
    • Quarter Company Events
    • Open Fun/Friendly Environment / Company Events
    • On The Job Training
    • Office amenities: Yoga Room/Meditation, Pickleball courts, and Golf Simulator

We are actively hiring sales agents in the following states: Arizona, Florida, Illinois, Utah, Texas, and New Mexico. Candidates in these regions are encouraged to apply and join our dynamic sales team, where they will have the opportunity to grow professionally while contributing to our company's success.

Apply