Insurance Jobs in Wisconsin

Insurance jobs in Wisconsin are concentrated in property and casualty underwriting, employee benefits, and commercial lines, with steady demand across entry-level agents and experienced claims and underwriting professionals. Milwaukee, Madison, and Green Bay are the largest hiring markets, home to major carriers and agencies including American Family Insurance, Northwestern Mutual, and Sentry Insurance. The most in-demand specialties are commercial lines underwriting, claims adjusting, and group benefits consulting. See the openings below and apply to the ones that match your experience.

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Overview

Open roles51
Top employerAmerican Family Insurance
Top cityMadison, WI
Cities hiring30
Work type44% Remote
Top industryScience

Showing 5 of 51+ Insurance jobs

Humana
Senior Technical Product Manager - Insurance Products & Benefits
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Humana
New 23h ago
Senior Technical Product Manager - Insurance Products & Benefits
Humana
Wisconsin
Business Development
Customer Success
Program Management
Project Management
$104k - $143k/yr
Remote (US)
Master's degree in business
10,000+

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Freeway Insurance Services America, LLC
Insurance Sales Agent - Customer Service
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Freeway Insurance Services America, LLC
Added 1d ago
Insurance Sales Agent - Customer Service
Freeway Insurance Services America, LLC
Kenosha, Wisconsin
Account Management
Inside Sales
Sales
$15 - $17/hr
High school diploma or GED
201-500

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R&R Insurance Services, Inc
Insurance Sales Executive
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R&R Insurance Services, Inc
Added 1d ago
Insurance Sales Executive
R&R Insurance Services, Inc
Waukesha, Wisconsin
Account Management
Inside Sales
Sales
51-200

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Aflac
Insurance Agent - Training Provided
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Aflac
Added 1d ago
Insurance Agent - Training Provided
Aflac
Brookfield, Wisconsin
Account Management
Inside Sales
Sales
On-Site
5,001-10,000

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AAA The Auto Club Group
Insurance Sales Agent - Appleton, WI
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AAA The Auto Club Group
Added 2d ago
Insurance Sales Agent - Appleton, WI
AAA The Auto Club Group
Appleton, Wisconsin
Customer Service
Customer Support
Hospitality & Guest Services
High school diploma or GED
10,000+

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Insurance Jobs by City in Wisconsin

Where Wisconsin roles are concentrated, by current openings.

Madison
9 jobs
Milwaukee
7 jobs
Manitowoc
3 jobs
Appleton
2 jobs
Waukesha
2 jobs
Sheboygan
2 jobs
Brookfield
2 jobs
Tomah
1 job
Plover
1 job

Insurance Job Market in Wisconsin

A snapshot from current Wisconsin openings, updated as new roles post.

Who's Hiring

American Family Insurance
American Family Insurance6 open roles
COUNTRY Financial
COUNTRY Financial5 open roles
Farmers Insurance
Farmers Insurance5 open roles

Top Industries Hiring

  • Science & Research
  • Insurance
  • Investment & Asset Management

What Wisconsin Employers Look For

The qualifications that appear most often in insurance jobs across Wisconsin.

  • Active Wisconsin insurance producer license issued by the Office of the Commissioner of Insurance
  • Experience with commercial or personal lines underwriting, claims handling, or policy servicing
  • Proficiency in industry platforms such as Applied Epic, Guidewire, or similar agency management systems
  • Strong knowledge of property and casualty or life and health insurance products and regulations
  • Ability to assess risk, analyze coverage needs, and communicate policy terms to clients clearly
  • Associate or bachelor's degree in business, finance, risk management, or a related field

Insurance Jobs in Wisconsin: Frequently Asked Questions

How do you become a insurance in Wisconsin?

To work as a licensed insurance professional in Wisconsin, you must obtain a producer license through the Wisconsin Office of the Commissioner of Insurance. This requires completing a state-approved pre-licensing education course, passing the relevant lines-of-authority exam administered by Pearson VUE, and submitting a license application. Most roles also expect at minimum a high school diploma, though employers in commercial lines and underwriting commonly prefer a bachelor's degree in business, finance, or risk management.

Which companies hire insurances in Wisconsin?

Companies currently hiring insurances in Wisconsin include American Family Insurance, COUNTRY Financial, and Farmers Insurance, per current listings on Migrate Mate as of September 2026. Wisconsin is also home to major insurance headquarters including American Family Insurance, Northwestern Mutual, and Sentry Insurance, which maintain consistent hiring pipelines across underwriting, claims, and agent roles.

Which Wisconsin cities have the most insurance jobs?

Madison, Milwaukee, and Manitowoc have the most insurance openings in Wisconsin. Milwaukee leads because of its concentration of carrier headquarters and regional offices, Madison draws hiring from state government employee benefit programs and mid-market commercial insurers, and Green Bay supports a strong property and casualty market tied to manufacturing, agriculture, and small business clients throughout northeastern Wisconsin.

Are there remote insurance jobs in Wisconsin?

Yes, and more than many fields. Insurance is well-suited to remote work for desk-based roles such as underwriting, claims review, and customer service. About 67% of insurance openings tied to Wisconsin are remote or hybrid as of September 2026, reflecting how broadly carriers have embraced distributed teams. The roles most commonly offered remotely are personal lines underwriting, inside claims adjusting, and employee benefits account management.

How can I get hired as a insurance in Wisconsin with little or no experience?

The most realistic entry path is a licensed customer service representative or inside sales agent role, where employers provide training and sponsor your producer license exam. American Family Insurance and Northwestern Mutual both run structured new-agent programs in Wisconsin that pair candidates with experienced advisors. Independent agencies across Milwaukee and Madison also hire unlicensed candidates as account assistants while supporting them through the Wisconsin Office of the Commissioner of Insurance licensing process. A passing score on the pre-licensing exam before applying gives your application a clear edge.

Where can I find and apply to insurance jobs in Wisconsin?

You can find and apply to insurance jobs in Wisconsin on Migrate Mate, which lists current openings from carriers, agencies, and third-party administrators across the state. Search by city or specialty to see roles that fit your license type and experience, then apply directly to the ones that match.

See All 51 Insurance Jobs in Wisconsin

Find roles in Wisconsin that match your experience and apply in just a few clicks.

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