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Entry Level Medicare Jobs (NOW HIRING)

Hirewell

Entry-Level Medicare Sales Rep

Chicago, IL · On-site

$20/hr

As an Entry-Level Licensed Benefits Advisor, you'll take live inbound calls from individuals exploring their Medicare options, guide them through a needs-based assessment, and help them enroll in the ...

Texas Professional Group

Front Office - Entry Level

Addison, TX · On-site +1

$14.75 - $18.75/hr

... - Entry Level, you can be an important part of the company's team, coding medical procedures and ... Conduct audits and Medicare reviews as needed. * Conduct audits and Medicare reviews as needed

EMERGE

Entry-Level Health Insurance Sales Rep

Chicago, IL · On-site

$55K - $75K/yr

... Medicare guidance and support to seniors. Located in downtown Chicago, this team-driven, in-office ... This entry-level Sales Specialist role will equip you with the tools and resources to succeed. All ...

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Entry Level Medicare information

What is an entry level Medicare job?

Entry level Medicare jobs are positions that involve assisting with the administration, support, or customer service related to Medicare, the federal health insurance program for people aged 65 and older or certain younger individuals with disabilities. These roles typically require minimal prior experience and may include tasks like answering questions about coverage, processing applications, or supporting claims representatives. Entry level positions may be found in insurance companies, government agencies, or healthcare organizations and often provide on-the-job training. They can be a great starting point for a career in healthcare administration or insurance services.

What skills and qualifications are needed for an entry level Medicare specialist?

To thrive as an Entry Level Medicare Specialist, you need strong knowledge of healthcare policies, attention to detail, and typically a high school diploma or associate degree. Familiarity with Medicare regulations, claims processing software, and customer relationship management (CRM) systems is often required. Excellent communication, problem-solving abilities, and patience help you effectively assist clients and resolve inquiries. These skills ensure accurate processing of Medicare claims, compliance with regulations, and quality support for beneficiaries.

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

Entry-level professionals in Medicare roles often encounter challenges such as understanding complex healthcare regulations, navigating frequent policy updates, and effectively communicating with beneficiaries who may have varying levels of knowledge about their coverage. To overcome these challenges, it’s important to proactively seek training resources, stay up to date with CMS guidelines, and collaborate closely with more experienced team members. Building strong communication skills and asking questions when uncertainties arise can also boost confidence and job performance.

What is the difference between Entry Level Medicare vs Entry Level Medical Billing?

AspectEntry Level MedicareEntry Level Medical Billing
Required CertificationsNone or basic Medicare trainingMedical billing certification often preferred
Work EnvironmentHealthcare facilities, insurance companiesMedical offices, billing companies
Industry UsageInsurance, healthcare administrationHealthcare administration, insurance billing

Entry Level Medicare roles focus on understanding Medicare policies and assisting with claims processing within healthcare settings. Entry Level Medical Billing involves handling billing procedures, coding, and insurance claims. While both roles require knowledge of healthcare insurance, Medicare-specific roles emphasize Medicare regulations, whereas medical billing roles cover a broader range of insurance types. Both positions serve as foundational roles in healthcare administration and often share similar work environments and entry-level requirements.

How to become an entry level Medicare specialist with no experience?

To become an entry-level Medicare specialist, focus on gaining knowledge of Medicare policies and plans through online courses or training programs. Obtaining relevant certifications, such as the Certified Medicare Solutions Expert (CMSX), can improve job prospects. Strong communication skills and familiarity with healthcare software are also beneficial for entry-level roles in this field.
More about Entry Level Medicare jobs

What cities are hiring for Entry Level Medicare jobs?

Cities with the most Entry Level Medicare job openings:

What are the most commonly searched types of Medicare jobs?

The most popular types of Medicare jobs are:

What states have the most Entry Level Medicare jobs?

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

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

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

Entry Level Medicare jobs near you
Infographic showing various Entry Level Medicare job openings in the United States as of August 2026, with employment types broken down into 25% Full Time, and 75% Part Time. Highlights an 100% In-person job distribution.

Entry-Level Medicare Sales Rep

Hirewell

Chicago, IL • On-site

$20/hr

Other

Medical, Dental, Vision, Life, Retirement, PTO

Posted 4 days ago

Job description

Our Client is growing rapidly, and we’re looking for driven, motivated individuals to join our inside sales team. As an Entry-Level Licensed Benefits Advisor, you’ll take live inbound calls from individuals exploring their Medicare options, guide them through a needs-based assessment, and help them enroll in the plan that best fits their needs.


No insurance license? We pay for your training, licensing, and exam prep.


This is an in-office role located in downtown Chicago at the Willis Tower.


Responsibilities

  • Take live, inbound consumer calls and recommend Medicare plan options.
  • Conduct outbound follow-ups to our book of business.
  • Meet monthly sales goals with strong support and coaching.
  • Guide consumers through enrollment with a focus on world-class service.
  • Learn and master our insurance product offerings.
  • Adhere to all CMS and state compliance standards.
  • Share feedback with leadership to improve processes.


Qualifications

  • Motivated, goal-oriented, and ready to grow in a fast-paced environment.
  • Strong communicator with solid interpersonal skills.
  • Sales experience is a plus—but not required.
  • Comfortable using computers and multiple screens.
  • Ability to complete licensing and background requirements.
  • Bachelor’s degree preferred but not required.


Compensation and Benefits

  • $20.00/hr base pay
  • Uncapped monthly bonuses.
  • Overtime incentives available during Annual Enrollment Period (Oct 15–Dec 7).


Additional Benefits:

  • Paid Time Off (PTO).
  • Medical, Dental, and Vision.
  • Short- & Long-Term Disability and Life Insurance.
  • 401(k) + Company Match.
  • Commuter Benefits.
  • Professional development & internal growth paths.
  • Fun, competitive, and supportive team environment.
  • Team outings & company-sponsored events.


Schedule

Full-Time | Monday–Friday | In Person

Shifts vary by performance and business needs.

  • Training shift: 8:30 AM – 5:30 PM (first 4–5 weeks).
  • Possible shifts after training:
  • 8:00 AM – 5:00 PM
  • 8:30 AM – 5:30 PM
  • 9:00 AM – 6:00 PM
  • 9:30 AM – 6:30 PM (Oct–Dec only)
  • 10:00 AM – 7:00 PM (Oct–Dec only)


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