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Health Insurance Jobs in Madison, WI (NOW HIRING)

Bankers Life

Insurance Sales Agent

Madison, WI · On-site

$75K - $130K/yr

In this role, you will assess clients' financial needs, provide expert life and health insurance recommendations, and deliver exceptional customer service. As a Bankers Life team member, you will ...

NACBA

Insurance Agent - Green Bay, WI

Madison, WI · On-site

Obtain Property and Casualty and Life and Health insurance licenses * Ability to pass a motor vehicle, financial/credit and criminal background check We believe people are an organization's most ...

The McCrimmon Agency

Life Insurance Agent

Madison, WI · On-site +1

$30K - $160K/yr

Willing to obtain a Life & Health Insurance license in your state (if not already licensed) * Comfortable with a 100% commission-based compensation structure Pay: * 1099 contractor; commissions only

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Showing results 21-40

All JobsHealth Insurance JobsHealth Insurance Jobs in Madison, WI

Health Insurance information

See Madison, WI salary details

$32.2K

$86.6K

$156.7K

How much do health insurance jobs pay per year?

As of Sep 10, 2026, the average yearly pay for health insurance in Madison, WI is $86,556.00, 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 September 2026, with employment types broken down into 75% Full Time, 20% Part Time, and 5% Contract. Highlights an 100% In-person job distribution, with an average salary of $86,556 per year, or $41.6 per hour.

Remote Insurance Representative

Sun Prairie, WI • Remote

Dieter Insurance Group - Allstate Exclusive Agency
See more jobs at Dieter Insurance Group - Allstate Exclusive Agencyexternal

$60K - $125K/yr

Full-time

Medical, Dental, Retirement, PTO

Posted 27 days ago

Job description

Join a supportive team where your growth and success matter. We provide hands-on training, ongoing guidance, and a proven process to help you feel confident in your role.

This fully remote, W-2 position offers base pay plus commission. You’ll connect with prospective customers, learn about their needs, and help them find insurance coverage that protects what matters most.


We’re looking for someone who is positive, coachable, goal-oriented, and ready to build a long-term career.


Why join us:

  • Competitive base salary plus commissions
  • Health, Dental, and Retirement benefits
  • Paid time off and flexible schedule
  • Monday to Friday schedule with evenings free
  • Growth opportunities into leadership and management


What we are looking for:

  • Sales experience and a track record of success
  • Excellent communication and people skills
  • A motivated, upbeat personality with a drive to win
  • An active insurance license or willingness to obtain one with our help.

This is your chance to join the number one Allstate Agency in the nation. We have built a culture that celebrates wins, supports growth, and rewards effort. If you are ready to work hard, get paid well, and take your career to new heights, we want to meet you.


Our interview process consists of:

  • A quick Phone Interview
  • A video Interview
  • A Final Interview

Our hiring process typically takes about a week

Apply today and start building your future with Dieter Insurance Group.


Applicants must currently live in Wisconsin.






Responsibilities
  • Connect with clients who are ready to talk about coverage
  • Guide them to the right Allstate solutions for their needs
  • Manage live transfers from our telemarketing team
  • Work toward clear, achievable sales goals
  • Deliver top notch service that keeps clients coming back
Requirements
  • Licensing: Must obtain and maintain an active Minnesota Insurance License upon employment.
  • Experience: No previous insurance experience required but a desire to learn the industry is essential.
  • Communication Skills: Excellent verbal and written communication abilities.
  • Customer Oriented: Passionate about delivering exceptional customer service and meeting clients’ insurance needs.
  • Adaptability: Ability to understand and apply insurance knowledge to real-world scenarios.
  • Team Player: Willingness to collaborate and work effectively within a sales team.
  • Drive: Self-motivated and eager to achieve sales goals and quotas.
  • Tech-Savvy: Comfortable using digital tools for client management and engagement.
Benefits
Paid Time Off (PTO)###Health Insurance###Dental Insurance###Career Growth Opportunities###Mon-Fri Schedule###Retirement Plan###Evenings Off###Hands on Training###Work from Home###