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Selling Medicare Jobs (NOW HIRING)

Triumph

Medicare Supplement Specialists

Boca Raton, FL · On-site

$52K - $75K/yr

If you are a "Licensed Insurance Sales Agent" with experience selling "Medicare Supplements." Then we want to speak with you! We are currently looking for "Licensed Agents" that want to take their ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

San Antonio, TX · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Los Angeles, CA · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Fort Worth, TX · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Pittsburgh, PA · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Catch Health

Medicare Sales Manager

Clearwater, FL · On-site

$65K - $72K/yr

... Selling Medicare. • Must have at least 1 year of management experience. BENEFITS: • Paid Holidays (6) • Paid Time Off • Medical Insurance, National Plan Options • Dental Insurance • ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Atlanta, GA · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Philadelphia, PA · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Dallas, TX · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

Catch Health

Medicare Sales Manager

Clearwater, FL · On-site

$65K - $72K/yr

Must have at least 2 years of Selling Medicare. * Must have at least 1 year of management experience. BENEFITS: * Paid Holidays (6) * Paid Time Off * Medical Insurance, National Plan Options * Dental ...

Healthpilot Technologies LLC

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Independent Medicare Agent (Remote)

Chicago, IL · Remote

$104K - $136K/yr

AHIP 2026 certification (or willing to certify before AEP) * 1+ years selling Medicare Advantage or Medicare Supplement * Comfortable in a 100% commission, 1099 environment * Strong command of CMS ...

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All JobsBusiness JobsSelling Medicare Jobs

Selling Medicare information

See salary details

$14

$26

$47

How much do selling medicare jobs pay per hour?

As of Aug 23, 2026, the average hourly pay for selling medicare in the United States is $26.77, according to ZipRecruiter salary data. Most workers in this role earn between $20.19 and $28.85 per hour, depending on experience, location, and employer.

What does selling Medicare involve?

Selling Medicare involves helping clients understand and enroll in Medicare health insurance plans, such as Medicare Advantage, Medicare Supplement, or Prescription Drug Plans. Agents educate individuals about their options, compare different plans, and assist with the application process. They must stay updated on Medicare regulations and ensure compliance with federal guidelines. Successful agents often build ongoing relationships to support clients with their healthcare coverage needs.

What are the key skills and qualifications needed to thrive in selling Medicare?

To thrive in Selling Medicare, you need a thorough understanding of Medicare products, compliance regulations, and often a state health insurance license. Familiarity with CRM systems, quoting tools, and certification programs like AHIP is typically required. Outstanding interpersonal skills, active listening, and the ability to explain complex information clearly help agents build trust and close sales. These skills ensure agents can effectively match clients with the right plans while adhering to strict regulatory standards.

What are some common challenges faced when selling Medicare plans, and how can new agents overcome them?

One of the most common challenges when selling Medicare plans is navigating clients' confusion over the different parts of Medicare and the variety of plans available. New agents may also encounter skepticism or reluctance from clients who are overwhelmed by the information or wary of making changes to their coverage. To overcome these obstacles, it's important to build trust by clearly explaining plan options, staying up to date on changes in Medicare regulations, and actively listening to clients' needs. Collaborating with experienced team members and participating in ongoing training can also help new agents develop effective communication strategies and product knowledge.

What is the difference between Selling Medicare vs Selling Health Insurance?

AspectSelling MedicareSelling Health Insurance
Required CertificationsMedicare certification, health insurance licensesHealth insurance licenses, state-specific certifications
Work EnvironmentPrimarily insurance agencies, Medicare-focused eventsInsurance agencies, broker offices, online platforms
Employer & Industry UsageInsurance companies, Medicare plan providersVarious insurance providers, brokers, agencies
Search & Comparison IntentPeople seeking Medicare plans, seniorsIndividuals seeking general health coverage

While both roles involve selling insurance products, Selling Medicare specifically focuses on Medicare plans for seniors and requires specialized certifications. Selling Health Insurance covers a broader range of policies for different age groups and may involve different licensing. The roles overlap in work environment and industry but differ in target audience and product specialization.

How do I get certified to sell Medicare?

To become certified to sell Medicare, you must complete a Medicare-specific training course approved by the Centers for Medicare & Medicaid Services (CMS) and pass a certification exam. This certification is required for insurance agents selling Medicare plans and must be renewed annually to maintain compliance.
More about Selling Medicare jobs

What cities are hiring for Selling Medicare jobs?

Cities with the most Selling Medicare job openings:

What states have the most Selling Medicare jobs?

States with the most job openings for Selling Medicare jobs include:

What job categories do people searching Selling Medicare jobs look for?

The top searched job categories for Selling Medicare jobs are:

Selling Medicare jobs near you
Infographic showing various Selling Medicare job openings in the United States as of August 2026, with employment types broken down into 73% Full Time, 26% Part Time, and 1% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $55,676 per year, or $26.8 per hour.

Medicare Supplement Specialists

Triumph

Boca Raton, FL • On-site

$52K - $75K/yr

Other

Medical, Dental, Vision

Re-posted 14 days ago

Job description

HIRING IMMEDIATELY - Phone Pros (Business Professionals) - East Boca Raton

Triumph is actively hiring: "2-3 Medicare Supplement Specialists" who are looking to start IMMEDIATELY.

Job Overview:
If you are a "Licensed Insurance Sales Agent" with experience selling "Medicare Supplements." Then we want to speak with you! We are currently looking for "Licensed Agents" that want to take their career to the next level—if you are currently STUCK at a DEAD-END FIRM with NO chance of growing "Personally or Professionally," then this is the PERFECT OPPORTUNITY FOR YOU!

As a Medicare Agent, you will be responsible for helping clients understand their Medicare Supplement options and enrolling them in the best plan for their individual needs. This is a full-time CAREER OPPORTUNITY (this is not just another JOB). We offer the potential for growth amp; advancement within the company and we offer UNLIMITED EARNING POTENTIAL! (Base + Commission)

Roles amp; Responsibilities:
• Build and maintain relationships with clients to ensure satisfaction and retention
• Educate clients on Medicare Supplements
• Conduct sales presentations and enroll clients in Medicare Plans
• Maintain accurate records and documentation of all client interactions and sales activities

Qualifications:
• Must have 1-2 years of Experience selling “Medicare Supplements”
• Must be a “Licensed 215 Insurance Agent”
• Excellent communication and interpersonal skills
• Knowledge of Medicare regulations and plans is preferred

Compensation amp; Details
• Brand New BEAUTIFUL MODERN OFFICE Located in EAST BOCA RATON
• Offering – BASE PAY PLUS UNCAPPED COMMISSIONS
Competitive Salary ranging from $52,000 to $75,000 (On-track earnings for year 1)
• FULL BENEFITS: Medical, Dental, Vision, etc. (Offered After 90 Days)
• Great Hours: (Monday–Friday) 9am–6pm – “Perfect for if you are looking for a GREAT work-life balance”
• PAID WEEKLY!

Looking for SALES SPECIALISTS that can start ASAP:

This is an Exceptional Opportunity! We are actively conducting interviews—these positions will fill quickly. Come join the A-TEAEM. This is not just "Another Phone Sales Job"; this is a career opportunity. OFFERING : Financial Freedom, Professional amp; Personal Growth, Stability, and the chance to work with a reputable Agency that is willing to invest in you amp; your future.

DO NOT HESITATE and CALL TODAY to discuss this AMAZING OPPORTUNITY in more detail!

***Call or Text: 561-529-5323 Ext. 711 ***

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