Medicare Insurance Agent Jobs
Medicare Insurance Agent jobs are open across health insurance carriers, independent agencies, and Medicare Advantage plans, from entry-level to senior and regional sales manager, with specializations in Medicare Supplement, Medicare Advantage, and Part D plan enrollment. Find a role that fits below and apply directly.
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Showing 5 of 32+ Medicare Insurance Agent jobs
We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
Title: Patient Relations Analyst
Company: Oak Street Health
Role Description:
The purpose of the Patient Relations Analyst (PRA) at Oak Street Health is to educate patients about Medicare programs, resources, and affordable insurance coverage options available to them in order to increase patient access to care and retention.
Patient Relations Analysts (PRAs) are an integral part of the Oak Street Health care team. Patient Relations Analysts are the insurance experts at each clinic and advocate for patients by helping them navigate through insurance options and bills. They are also a resource to the care team and outreach team for questions regarding medicare and eligibility.
Patient Relations Analysts are daily key players, particularly during Medicare's Open Enrollment, ensuring that our patients are informed of all their options surrounding Medicare. The Patient Relations Analysts will report to the Associate Patient Relations Manager or Practice Manager.
Responsibilities:
- Assist patients with navigating medicare and insurance issues which includes coverage, benefits, summaries, eligibility and getting the most out of their plan
- Serve as internal resource in the clinic on insurance questions for providers and staff
- Assist patients in navigating the healthcare system, help patients resolve medical bills inside and outside of Oak Street Health (advocate for the patient)
- Gain the trust of Oak Street Health patients in an effort to properly advise them in their healthcare coverage
- Manage the welcome visit and orientation process for new Oak Street Health patients
- Educate patients on how to apply for public benefits, such as Public Aid, and Extra Help for prescription drugs
- Support the clinic management team on operational activities as needed, including scheduling and billing
- Provide exceptional customer service
- Foster patient engagement through the design and execution of events, including center tours
- Other duties as assigned
What we're looking for
Required Qualifications:
- Computer Skills: Ability to quickly navigate and use multiple computer programs to include, but not limited to: Gmail, MS Word or Google Docs, Excel, etc.
- US work authorization
Strongly Preferred Qualifications:
- Proficiency in non-English languages like Spanish, Polish, Russian, or other languages spoken by people in the communities we serve (where necessary) as required by center's demographics
Preferred Qualifications:
- Experience with helping patients or customers understand their insurance coverage
- A passion for working with others to create an unmatched patient experiences
- A problem-solving orientation and a flexible and positive attitude
- Sales background preferred
- Experience with and a supportive attitude toward our patient population of older adults
- CRM experience a plus
- Bachelor degree preferred, or equivalent experience
- Experience helping patients navigate the health care system, especially related to Medicare and Managed Care
Anticipated Weekly Hours
40Time Type
Full timePay Range
The typical pay range for this role is:
$21.10 - $40.90This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 04/12/2027
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
Title: Patient Relations Analyst
Company: Oak Street Health
Role Description:
The purpose of the Patient Relations Analyst (PRA) at Oak Street Health is to educate patients about Medicare programs, resources, and affordable insurance coverage options available to them in order to increase patient access to care and retention.
Patient Relations Analysts (PRAs) are an integral part of the Oak Street Health care team. Patient Relations Analysts are the insurance experts at each clinic and advocate for patients by helping them navigate through insurance options and bills. They are also a resource to the care team and outreach team for questions regarding medicare and eligibility.
Patient Relations Analysts are daily key players, particularly during Medicare's Open Enrollment, ensuring that our patients are informed of all their options surrounding Medicare. The Patient Relations Analysts will report to the Associate Patient Relations Manager or Practice Manager.
Responsibilities:
- Assist patients with navigating medicare and insurance issues which includes coverage, benefits, summaries, eligibility and getting the most out of their plan
- Serve as internal resource in the clinic on insurance questions for providers and staff
- Assist patients in navigating the healthcare system, help patients resolve medical bills inside and outside of Oak Street Health (advocate for the patient)
- Gain the trust of Oak Street Health patients in an effort to properly advise them in their healthcare coverage
- Manage the welcome visit and orientation process for new Oak Street Health patients
- Educate patients on how to apply for public benefits, such as Public Aid, and Extra Help for prescription drugs
- Support the clinic management team on operational activities as needed, including scheduling and billing
- Provide exceptional customer service
- Foster patient engagement through the design and execution of events, including center tours
- Other duties as assigned
What we're looking for
Required Qualifications:
- Computer Skills: Ability to quickly navigate and use multiple computer programs to include, but not limited to: Gmail, MS Word or Google Docs, Excel, etc.
- US work authorization
Strongly Preferred Qualifications:
- Proficiency in non-English languages like Spanish, Polish, Russian, or other languages spoken by people in the communities we serve (where necessary) as required by center's demographics
Preferred Qualifications:
- Experience with helping patients or customers understand their insurance coverage
- A passion for working with others to create an unmatched patient experiences
- A problem-solving orientation and a flexible and positive attitude
- Sales background preferred
- Experience with and a supportive attitude toward our patient population of older adults
- CRM experience a plus
- Bachelor degree preferred, or equivalent experience
- Experience helping patients navigate the health care system, especially related to Medicare and Managed Care
Anticipated Weekly Hours
40Time Type
Full timePay Range
The typical pay range for this role is:
$21.10 - $40.90This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 04/12/2027
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Medicare Insurance Agent Jobs by Experience Level
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Find Medicare Insurance Agent JobsMedicare Insurance Agent Job Market
Who's Hiring
Top Industries Hiring
- Insurance
What Employers Look For
The qualifications that appear most often in medicare insurance agent jobs.
- Active state Life and Health insurance license in the employer's target market
- Current AHIP or carrier-equivalent Medicare certification completed annually
- Demonstrated experience selling Medicare Advantage or Medicare Supplement plans
- Familiarity with CMS marketing guidelines and scope-of-appointment compliance rules
- Proficiency with CRM software for tracking leads, follow-ups, and enrollment activity
- Strong consultative sales skills with ability to explain plan differences to seniors
Tips for Your Medicare Insurance Agent Job Search
Highlight your state insurance licenses
List every state where you hold an active Life and Health license, plus your Medicare certification year. Many postings filter out candidates who aren't already licensed in the employer's target states, so front-load this on your resume's summary and credentials section.
Apply early to roles that fit
Migrate Mate lists medicare insurance agent openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Quantify your plan enrollment numbers
Hiring managers in this field respond to concrete production figures. Replace vague claims with specifics like annual application volume, retention rates, and the plan types you've written most. Numbers make your resume stand out against candidates who only describe duties.
Target postings by plan type specialty
Search separately for Medicare Advantage, Medicare Supplement, and dual-eligible roles. Each has a distinct sales motion and compliance environment, and employers often want depth in one area rather than broad familiarity across all three.
Prepare for a compliance-focused interview
Expect scenario questions about CMS marketing guidelines, scope-of-appointment rules, and how you'd handle a beneficiary asking about a plan you're not contracted to sell. Practicing clear, compliant answers signals you understand the regulatory environment before your first appointment.
Negotiate your contract structure upward
Many medicare insurance agent roles offer a base-plus-commission or street-level commission structure with room to negotiate. Ask about renewal commissions on existing book of business, carrier contracts offered, and whether you retain your book if you leave before accepting any offer.
Medicare Insurance Agent Jobs: Frequently Asked Questions
Which companies are hiring the most medicare insurance agents?
The companies hiring the most medicare insurance agents right now include Gallagher, American Enterprise, and Ivonne Welch Medicare Plans, with the largest share of openings in Florida, Texas, and Nevada, based on current listings on Migrate Mate as of November 2026. Both carrier-direct and independent marketing organization roles appear consistently across these employers.
How many medicare insurance agent jobs are remote?
About 81% of medicare insurance agent openings are fully remote or hybrid as of November 2026, reflecting how much of the enrollment and consultation process has shifted to phone and video appointments. Telesales roles handling inbound Medicare leads tend to be the most remote-friendly, while field-based community outreach and in-person enrollment positions remain largely location-dependent.
How do you become a medicare insurance agent?
Start by passing your state's Life and Health insurance licensing exam, which requires completing a pre-licensing course and clearing a proctored test. Once licensed, complete AHIP Medicare certification or a carrier-equivalent course, which must be renewed each fall before the Annual Enrollment Period. Contract with one or more Medicare-approved carriers or join an independent marketing organization to begin selling plans to beneficiaries.
Can you get hired as a medicare insurance agent with little or no experience?
Yes, many carriers and independent agencies hire new agents and provide training on Medicare plan types, CMS compliance rules, and their sales process. Holding an active Life and Health license before applying removes the biggest barrier. Entry-level roles often start with inbound telesales or a supported field territory, giving you a book-building foundation without requiring prior Medicare-specific sales history.
What does the medicare insurance agent interview process look like?
Most processes begin with a recruiter screening focused on licensing status and your general sales background. A hiring manager then conducts a deeper interview covering your familiarity with Medicare plan types, how you handle objections from beneficiaries, and your approach to CMS compliance. Some employers include a brief role-play scenario where you walk through a needs-based plan recommendation to assess how you present options to a senior client.
Where can I find and apply to medicare insurance agent jobs?
You can find and apply to medicare insurance agent jobs on Migrate Mate, which lists current openings from across the United States. Find roles that match your licensing, plan expertise, and preferred work setting, then apply directly to each listing that fits.
See All 32 Medicare Insurance Agent Jobs
Find roles that match your experience and apply in just a few clicks.
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