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Remote health insurance agent jobs in Wisconsin

Work from home anywhere in Wisconsin, or from our main office in Sunrise, FL. Leads come from our own websites. You never buy leads and never cold call. Pay is commission, paid every week.

Agents who live in Wisconsin start with a Wisconsin resident license. We cover the cost of non-resident licenses as you expand to more states.

ACA plan selections, 2026
291,336
Medicare beneficiaries, 2024
1,315,539
Insurance sales agents, May 2025
7,860

Sources: CMS 2026 Open Enrollment data, KFF State Health Facts, BLS OEWS.

Open roles for Wisconsin residents

We hire licensed agents in all 50 states and DC. Every role is remote, or in office in Sunrise, FL.

Licensed Medicare Sales Agent

Help people compare Medicare Advantage, Medicare Supplement, and Part D options and enroll in coverage that actually fits, working company-provided leads by phone with full compliance support.

Location
Remote or in office
Pay
Commission, paid every week

Licensed ACA / Marketplace Agent

Help individuals and families compare ACA marketplace plans, understand what financial help they qualify for, and enroll compliantly, with year-round Special Enrollment Period work alongside the Open Enrollment surge.

Location
Remote or in office
Pay
Commission, paid every week

UnitedHealthOne Insurance Agent

Help people who need coverage outside Medicare and the ACA marketplace compare UnitedHealthOne plans and enroll in the one that fits their needs and budget, working company-provided leads by phone with full compliance support.

Location
Remote or in office
Pay
Commission, paid every week

Limited Medical Agent

Help people find limited medical coverage that fits their situation and budget, explaining clearly what these plans do and do not cover, and enroll them compliantly, working company-provided leads by phone.

Location
Remote or in office
Pay
Commission, paid every week

Life Insurance Agent

Help families protect the people who depend on them. Sell life insurance from major carriers to company-provided leads by phone, with commission starting at 90%, a straightforward approach to needs, and full compliance support.

Location
Remote or in office
Pay
Commission, paid every week

Why Wisconsin agents stay busy

For 2027 coverage, Wisconsin residents shop for marketplace plans on HealthCare.gov. Agents complete CMS Marketplace registration and training each plan year to enroll them.

291,336
ACA plan selections
2026 Open Enrollment (CMS)
1,315,539
Medicare beneficiaries
2024 total (KFF State Health Facts)
56%
In Medicare Advantage
Share of eligible beneficiaries, February 2026 (MedPAC)
7,860
Insurance sales agents
Employed in May 2025 (BLS)

Sources: CMS 2026 Open Enrollment state file; KFF State Health Facts, Medicare beneficiaries 2024; MedPAC July 2026 Data Book, Chart 9-5; BLS OEWS May 2025, insurance sales agents; Census Bureau ACS 2024 1-year, table C16001.

The median annual wage for insurance sales agents in Wisconsin was $79,450 in May 2025, according to the Bureau of Labor Statistics. That figure covers every kind of insurance agent and employer in the state, so read it as a picture of the local market, not as pay at My Live Health. Our pay is commission, paid every week.

About 5.2% of Wisconsin residents speak Spanish at home (Census Bureau ACS 2024 1-year, table C16001).

Counties with the most 2026 ACA plan selections

  1. Milwaukee County46,908
  2. Dane County24,437
  3. Waukesha County19,480

How to get licensed in Wisconsin

The Wisconsin Office of the Commissioner of Insurance licenses insurance agents in Wisconsin. Here is the path to a resident license that covers health insurance, then the steps to sell Medicare and ACA plans.

  1. Resident license

    Get the right license line

    In Wisconsin, the resident license that lets you sell health insurance is Accident and Health or Sickness. The Wisconsin Office of the Commissioner of Insurance issues it.

  2. 20 hours

    Complete pre-licensing education

    Wisconsin requires 20 hours of pre-licensing education: 8 on insurance basics, Wisconsin law, and ethics, plus 12 on accident and health.

  3. PSI

    Pass the state exam

    In Wisconsin, insurance licensing exams are run by PSI. You schedule your health line exam with them.

  4. Required

    Get fingerprinted

    Wisconsin requires fingerprints for a background check through Fieldprint; fingerprints are valid for 180 days.

  5. Apply for your license

    Apply for your Wisconsin resident license through NIPR. You receive your National Producer Number (NPN), a unique ID that follows you to every state, during the application process.

  6. Every plan year

    Certify for Medicare

    To sell Medicare Advantage and Part D plans with us, complete the AHIP Medicare + Fraud, Waste, and Abuse course for the current plan year (AHIP updates it every year), plus each carrier's certification.

  7. Every plan year

    Register with CMS for ACA plans

    Complete Marketplace registration and training with CMS each plan year through the Marketplace Learning Management System (MLMS). Wisconsin uses HealthCare.gov, so this is the registration that lets you enroll Wisconsin residents in marketplace plans. CMS ties Marketplace access to the health line of authority on your resident license, so your Wisconsin license comes first.

  8. Keep your license active

    To renew, Wisconsin requires 24 hours of continuing education every 2 years, including 3 hours of ethics.

Also good to know in Wisconsin: Exam scores are valid for 180 days, so apply for the license within that window or you must retake the exam.

Official source: Wisconsin Office of the Commissioner of Insurance. More sources: Wisconsin OCI: Prelicensing requirements; Wisconsin OCI: Agent exam requirements; Wisconsin OCI: Fingerprinting requirements; Wisconsin OCI: Agent continuing education requirements. Facts checked on October 30, 2026. Rules change, so confirm the details with the Wisconsin Office of the Commissioner of Insurance before you book an exam.

Work from Wisconsin

Every role is remote, or in office in Sunrise, FL, so you can work from home anywhere in Wisconsin.

We run seven days a week. You pick the hours that fit your life.

Leads come from our own websites. You never buy leads and never cold call.

Your Wisconsin resident license lets you help people in Wisconsin. We cover the cost of non-resident licenses as you expand to more states.

What you need

  • A Wisconsin resident license with the Accident and Health or Sickness line
  • Your National Producer Number (NPN). You can look it up on NIPR.
  • For Medicare roles: the AHIP Medicare + Fraud, Waste, and Abuse course for the current plan year
  • For ACA roles: CMS Marketplace registration for the current plan year
  • Willingness to add non-resident licenses as you grow. We cover the cost of non-resident licenses as you expand to more states.

How you are paid

$0
Chargebacks
No chargebacks, ever. You keep 100% of what you earn and never owe anything back.
$900
Weekly minimum after your first 4 weeks
After your first 4 weeks, you are guaranteed at least $900 a week.
Commission
Paid every week

Referral bonus

Know a good agent? Bring them in and earn a per-deal override on their sales.

Per-deal override

Questions about licensing and work in Wisconsin

What license do I need to sell health insurance in Wisconsin?
A Wisconsin resident license with the Accident and Health or Sickness line, issued by the Wisconsin Office of the Commissioner of Insurance. Agents need a resident license from the state where they live.
Do I need pre-licensing education in Wisconsin?
Yes. Wisconsin requires 20 hours of pre-licensing education: 8 on insurance basics, Wisconsin law, and ethics, plus 12 on accident and health.
Who runs the insurance licensing exam in Wisconsin?
In Wisconsin, insurance licensing exams are run by PSI. You schedule your health line exam with them.
Does Wisconsin use HealthCare.gov?
Yes. For 2027 coverage, Wisconsin uses HealthCare.gov. To enroll Wisconsin residents in marketplace plans, agents complete CMS Marketplace registration and training each plan year.
Can I work remotely from Wisconsin?
Yes. Our roles are remote, or in office in Sunrise, FL. We run seven days a week. You pick the hours that fit your life. Leads come from our own websites. You never buy leads and never cold call.
Do I need a non-resident license?
Your Wisconsin resident license comes first. To help people in other states, you add a non-resident license for each state, and NIPR handles those applications. We cover the cost of non-resident licenses as you expand to more states.

Apply this week.

Licensed in Wisconsin? After your first 4 weeks, you are guaranteed at least $900 a week.