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Health Insurance Jobs in Madison, WI (NOW HIRING)

HealthMarkets Insurance Agency

Insurance Agent

Madison, WI · On-site

$50K - $120K/yr

HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of ...

HealthMarkets, Inc.

Insurance Agent

Madison, WI

HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of ...

HealthMarkets, Inc.

Insurance Agent

Janesville, WI

HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of ...

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Showing results 1-20

All JobsHealth Insurance JobsHealth Insurance Jobs in Madison, WI

Health Insurance information

See Madison, WI salary details

$32.2K

$86.5K

$156.7K

How much do health insurance jobs pay per year?

As of Aug 19, 2026, the average yearly pay for health insurance in Madison, WI is $86,543.00, according to ZipRecruiter salary data. Most workers in this role earn between $51,900.00 and $100,800.00 per year, depending on experience, location, and employer.

What is a health insurance professional?

Health insurance professionals are individuals who work in the health insurance industry, helping people and organizations understand, purchase, and manage health insurance policies. Their roles can include explaining different health plans, assisting with claims, ensuring compliance with regulations, and providing customer support. They may work for insurance companies, as brokers, or for healthcare providers, and play a key role in making sure clients receive the coverage and benefits they need.

What are the key skills and qualifications needed to thrive as a health insurance specialist?

To thrive as a Health Insurance Specialist, you need a solid understanding of medical billing, coding procedures, and insurance regulations, often supported by a relevant certification such as Certified Professional Coder (CPC) or Certified Coding Specialist (CCS). Familiarity with claims processing software, electronic health records (EHR) systems, and industry-specific databases is essential. Attention to detail, problem-solving, and strong communication skills help specialists resolve discrepancies and assist clients effectively. These skills ensure accurate claim management, regulatory compliance, and excellent customer service in a complex, fast-paced industry.

What are some common challenges faced by professionals working in health insurance, and how can they be managed?

Professionals in health insurance often encounter challenges such as navigating complex regulations, addressing customer concerns about coverage, and keeping up with frequent policy updates. Managing these challenges requires strong attention to detail, effective communication skills, and ongoing training on industry changes. Working collaboratively with underwriters, claims specialists, and regulatory teams helps ensure accurate policy administration and responsive customer service.

What is the difference between Health Insurance vs Claims Adjuster?

AspectHealth InsuranceClaims Adjuster
Required CredentialsLicenses, certifications (e.g., health insurance licenses)Licenses, insurance adjuster certifications
Work EnvironmentOffice, healthcare settings, remoteInsurance companies, fieldwork, office
Industry UsageHealthcare, insurance providersInsurance claims processing, property & casualty
Common Search/ComparisonUnderstanding health coverage optionsEvaluating insurance claims and settlements

Health Insurance professionals focus on providing and managing health coverage plans, while Claims Adjusters evaluate insurance claims to determine coverage and settlement amounts. Both roles require insurance-related certifications and work within the insurance industry, but their daily tasks and environments differ significantly.

What are the most commonly searched types of Health Insurance jobs in Madison, WI?

The most popular types of Health Insurance jobs in Madison, WI are:

What are popular job titles related to Health Insurance jobs in Madison, WI?

For Health Insurance jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Health Insurance jobs in Madison, WI look for?

The top searched job categories for Health Insurance jobs in Madison, WI are:

What cities near Madison, WI are hiring for Health Insurance jobs?

Cities near Madison, WI with the most Health Insurance job openings:

Health Insurance jobs near you
Infographic showing various Health Insurance job openings in Madison, WI as of August 2026, with employment types broken down into 84% Full Time, 11% Part Time, and 5% Contract. Highlights an 100% In-person job distribution, with an average salary of $86,543 per year, or $41.6 per hour.

Health Insurance Sales Associate (W2)

Informed Choice Insurance Agency

Madison, WI • On-site

$50K - $150K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted yesterday

Job description

Licensed Health and Life Insurance Financial Professional
Informed Choice Insurance Agency
Madison, WI
About Us
Our mission is to educate our clients on the wide selection of local insurance plan options available and help them make informed decisions on which choice is right for them.
At Informed Choice, our services are no charge to our clients. This makes us uniquely different from other health and life insurance agents and companies because we’re able to listen to our clients and give personalized recommendations for plans and coverage that work with our local providers and for our clients' specific needs.

Perks and Benefits for Full-time Employees:
At Informed Choice we recognize how critical our team’s hard work and dedication is in providing our clients with exceptional service. We are proud to offer our employees a competitive salary and benefits!
  • Competitive base salary with a bonus structure based on your new and renewal business
  • Fully company-funded healthcare coverage (medical, dental, and vision) for full-time employees
  • Complimentary life insurance, identity theft protection, and a 401(k) plan with matching contributions
  • Access to an Employee Assistance Program for added support
  • Optional voluntary benefits for extra peace of mind
  • Half-day Fridays from January through September, with full-day pay, to support work-life balance
  • Paid company holidays
  • Immediate access to paid time off, including sick leave
  • Opportunities for professional development to grow your skills and advance your career
Position Overview:
The Sales Associate role is a full-time, salaried position with sales incentives, paid time off and best-in-class company-paid benefits. The first-year salary is guaranteed with an uncapped incentive to market and sell the following products:
  • Medicare Plans
  • ACA – Individual Health, under 65
  • STM – Short-Term Medical
  • Travel Health Insurance
  • Dental
  • Vision
  • Long Term Care
  • Final Expense
  • Life Insurance
  • Ancillary – Hospital/Cancer plans
  • Fixed Annuities
Informed Choice provides inbound and outbound leads and cold calling is not required but highly encouraged to increase sales. Informed Choice has licenses in 3 states with a numerous number of (large and small) carriers to allow you to find the right fit for your client’s needs. Our incentive program is uncapped with many agents earning above $150,000 per year. As a Sales Associate, you will be supported by Client Service Representatives to help you manage and sell to your clients.
Experience Required:
  • State license, health and life insurance; required
  • High school diploma or equivalent; required
  • BA in finance, business, economics, or a related field is a plus
  • Spanish speaking is a plus!
EEO Statement
Informed Choice Insurance Agency is proud to be an equal opportunity employer. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We are committed to providing individuals with qualified disabilities reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. This policy applies to all employees and job applicants.

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