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Entry Level Medicare Sales Jobs (NOW HIRING)

Robert Half

Staff Accountant

Glen Allen, VA · On-site

$26 - $29/hr

... entry-level or early-career professionals with an interest in accounting. Responsibilities ... Examine Medicare and Medicaid records through desk-based audit procedures to identify discrepancies ...

AdaptHealth, LLC

Sales Support Representative

Detroit, MI

$18.75 - $25.75/hr

Acts as a resource for referral source staff regarding Medicare, Medicaid and private insurance ... entry level sales is required. * Prior work experience in the HME, Diabetic or Wound Supply is ...

AdaptHealth LLC

Sales Support Representative

Detroit, MI · On-site

$18.75 - $25.75/hr

Acts as a resource for referral source staff regarding Medicare, Medicaid and private insurance ... entry level sales is required. * Prior work experience in the HME, Diabetic or Wound Supply is ...

ChenMed

Associate Market Sales Manager

Palms, MI · On-site

... Medicare-eligible seniors. Leverages connections to increase community events and overall ... KNOWLEDGE, SKILLS AND ABILITIES: * Entry-level knowledge of leading a sales team; basic coaching ...

K & M Insurance Group LLC

Be Seen First

Customer Service Sales Representative - Flexible

Tampa, FL · Remote

$500 - $3.9K/wk

We are looking for coachable, self-driven, and motivated people who want an entry-level role. We ... Medicare; Estate Planning Services; Retirement Savings; and Wealth Management needs. Our proven ...

K & M Insurance Group LLC

Be Seen First

Customer Service Sales Representative - Flexible

Mayfield, OH · Remote

$500 - $3.7K/wk

We are looking for coachable, self-driven, and motivated people who want an entry-level role. We ... Medicare; Estate Planning Services; Retirement Savings; and Wealth Management needs. Our proven ...

K & M Insurance Group LLC

Be Seen First

Customer Service Sales Representative - Flexible

Columbus, OH · Remote

$500 - $3.8K/wk

We are looking for coachable, self-driven, and motivated people who want an entry-level role. We ... Medicare; Estate Planning Services; Retirement Savings; and Wealth Management needs. Our proven ...

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All Jobsmedicare sales JobsEntry Level Medicare Sales Jobs

Entry Level Medicare Sales information

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$22K

$45K

$65K

How much do entry level medicare sales jobs pay per year?

As of Sep 7, 2026, the average yearly pay for entry level medicare sales in the United States is $45,046.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,000.00 and $50,000.00 per year, depending on experience, location, and employer.

What is an entry level Medicare sales representative?

An Entry Level Medicare Sales job involves helping clients understand and enroll in Medicare plans, such as Medicare Advantage, Medicare Supplement, or Prescription Drug Plans. Professionals in this role educate clients about their Medicare options, assess their healthcare needs, and guide them through the application process. Entry-level positions typically require strong communication and customer service skills, as well as the ability to explain complex insurance products. Many employers provide training and may require state health insurance licensure. This role is ideal for individuals looking to start a career in health insurance sales.

What are the key skills and qualifications needed to thrive as an entry level Medicare sales representative?

To thrive as an Entry Level Medicare Sales representative, you need a solid understanding of Medicare products, basic sales techniques, and typically a high school diploma or equivalent. Familiarity with CRM systems, quoting tools, and obtaining state health insurance licenses (such as an accident and health or sickness license) are commonly required. Strong interpersonal communication, active listening, and resilience help you build trust with clients and overcome objections. These skills and qualifications are crucial to effectively match clients with appropriate Medicare plans and achieve sales targets in a regulated industry.

What are some common challenges faced by entry level Medicare sales representatives, and how can they be overcome?

Entry-level Medicare sales representatives often encounter challenges such as navigating complex insurance regulations, understanding multiple plan options, and building trust with clients who may be unfamiliar with Medicare details. Overcoming these challenges typically involves ongoing training, seeking mentorship from experienced team members, and utilizing company-provided resources to stay updated on policy changes. Proactive communication, patience, and a willingness to learn are essential for success and growth in this role.

What is the difference between Entry Level Medicare Sales vs Entry Level Health Insurance Sales?

AspectEntry Level Medicare SalesEntry Level Health Insurance Sales
Required CertificationsMedicare certification, health insurance licenseHealth insurance license, general insurance certification
Work EnvironmentInsurance agencies, healthcare providers, insurance brokersInsurance agencies, brokerages, online sales platforms
Employer & Industry UsagePrimarily in healthcare and insurance sectors focusing on Medicare productsBroader insurance industry, including health, life, and disability insurance

Entry Level Medicare Sales and Entry Level Health Insurance Sales share similar certifications and work environments, often employed by insurance agencies or brokers. However, Medicare Sales specifically targets seniors and healthcare plans, while Health Insurance Sales covers a broader range of insurance products. Understanding these differences helps job seekers align their skills with the right role in the insurance industry.

How to become an entry level Medicare sales agent with no experience?

To become an entry-level Medicare sales agent, you typically need a high school diploma or equivalent and must complete a state licensing exam for health insurance. No prior experience is required, but strong communication skills and knowledge of Medicare plans are helpful; some employers provide training. Obtaining a license and understanding federal and state regulations are essential steps in starting this role.
More about Entry Level Medicare Sales jobs

What cities are hiring for Entry Level Medicare Sales jobs?

Cities with the most Entry Level Medicare Sales job openings:

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

The most popular types of Medicare Sales jobs are:

What states have the most Entry Level Medicare Sales jobs?

States with the most job openings for Entry Level Medicare Sales jobs include:

What job categories do people searching Entry Level Medicare Sales jobs look for?

The top searched job categories for Entry Level Medicare Sales jobs are:

Entry Level Medicare Sales jobs near you
Infographic showing various Entry Level Medicare Sales job openings in the United States as of August 2026, with employment types broken down into 80% Full Time, 19% Part Time, and 1% Contract. Highlights an 84% Physical, 1% Hybrid, and 15% Remote job distribution, with an average salary of $45,046 per year, or $21.7 per hour.

Entry Level Sales Executive

Crew Career Center

Louisville, KY

Full-time

Medical, Retirement, PTO

Re-posted 7 days ago

Job description

ABOUT THIS POSITION

This Market Development Representative will be introduced to sales from the very basic selling skills through the advanced selling techniques. In this role, you will begin your Waystar career in training with our Client Support teams to gain a full understanding of our industry, our clients, and how we make a difference in our markets. The program will consist of in-depth sales/marketing training and experiences to get you ready for your sales career with Waystar. This role will work closely with the Sales Manager to implement strategic marketing and sales execution plans in order to achieve business objectives.

WHAT YOU'LL DO

  • This position is designed for the successful transition in to a sales career with Waystar

  • Train and become highly knowledgeable ofourproducts, operations, and industry

  • In-depthunderstanding of sales and sales techniques

  • Generate leads, prospect potential customers,and close new accounts

  • Prepare action plans and schedules to achieve specific targets in an activity sales model

  • Follow-up on new leads and referrals resulting from marketing activities

  • Prepare presentations, proposals and sales contracts

  • Build and manage relationships at all appropriate levels of accounts

  • Communicate new product, service, initiative,and relevant information to new accounts

  • Manage and oversee multiple daily sales tasks

  • Establish territory strategy to improve market penetration

  • Keep abreast of competitor's strengths and weaknesses

  • Complete other responsibilities and functions as assigned

WHAT YOU'LL NEED

  • Strong customer relationship skills

  • Excellent verbal and written communication skills

  • Passionate about building a successful career in sales

  • Proven history of leadership roles (classroom; internships; extracurricular activities)

  • Outgoing and a self-starter with strong organizational skills

  • Ability to maintain a professional appearance and present a positive company image

  • Active use of artificial intelligence (AI) tools and techniques to enhance performance, drive innovation, and improve decision-making across business functions

  • Ability to leverage AI tools and platforms to streamline workflows, improve decision-making, and drive innovation

  • Curiosity and adaptability in exploring emerging AI technologies, with a mindset for continuous learning and experimentation

ABOUT WAYSTAR

Through a smart platform and better experience, Waystar helps providers simplify healthcare payments and yield powerful results throughout the complete revenue cycle.

Waystar's healthcare payments platform combines innovative, cloud-based technology, robust data, and unparalleled client support to streamline workflows and improve financials so providers can focus on what matters most: their patients and communities. Waystar is trusted by 1M+ providers, 1K+ hospitals and health systems, and is connected to over 5K commercial and Medicaid/Medicare payers. We are deeply committed to living out our organizational values: honesty; kindness; passion; curiosity; fanatical focus; best work, always; making it happen; and joyful,optimistic & fun.

Waystar products have won multiple Best in KLAS or Category Leader awards since 2010 and earned multiple #1 rankings from Black Book surveys since 2012. The Waystar platform supports more than 500,000 providers, 1,000 health systems and hospitals, and 5,000 payers and health plans. For more information, visit waystar.comor follow @Waystaron Twitter.

WAYSTAR PERKS

  • Competitive total rewards (base salary + bonus, if applicable)
  • Customizable benefits package (3 medical plans with Health Saving Account company match)
  • We offer generous paid time off for our non-exempt team members, starting with 3 weeks +13 paid holidays, including 2 personal floating holidays. We also offer flexible time off for our exempt team members + 13 paid holidays
  • Paid parental leave (including maternity + paternity leave)
  • Education assistance opportunities and free LinkedIn Learning access
  • Free mental health and family planning programs, including adoption assistance and fertility support
  • 401(K) program with company match
  • Pet insurance
  • Employee resource groups

Waystar is proud to be an equal opportunity workplace. We celebrate, value, and support diversity and inclusion. Qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, marital status, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

This applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

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