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Insurance companies headquartered in Wisconsin

Tamtam tracks 46 Insurance companies headquartered in Wisconsin. This list ranks all of them by number of employees on LinkedIn, led by American Family Insurance, Sentry and WPS鈥擜 health solutions company. Their median headcount is 335. Half of them were founded in 1966 or later. The most common headquarters are Madison (10), Milwaukee (4) and Brookfield (2).

馃嚭馃嚫 Wisconsin46 companiesUpdated Oct 24, 2026
#CompanyIndustryHeadquarters EmployeesFounded
1
American Family Insuranceamfam.com

Providing insurance products and services with a focus on fairness, integrity, exceptional claims experience, and building long-term customer relationships.

Insurance 馃嚭馃嚫 Madison 18,898 1927
2
Sentrysentry.com

An insurance company founded in 1904, offering personalized service and insurance products for businesses in various industries, with strong financial stability and customer retention

Insurance 馃嚭馃嚫 Stevens Point 4,729 1904
3
WPS鈥擜 health solutions companywpshealthsolutions.com

A government contractor and insurance industry leader offering affordable health plans, benefits administration, and Medicare services to individuals, businesses, veterans, and military

Insurance 馃嚭馃嚫 Madison 2,019 1946
4
Acuity Insuranceacuity.com

A regional property and casualty insurer based in Wisconsin, trusted by businesses and individuals across 32 states for financial strength and service excellence

Insurance 馃嚭馃嚫 Sheboygan 1,779 1925
5
West Bend Insurance Companythesilverlining.com

Providing property and casualty insurance products for homes, autos, businesses, and personal property with financial stability and customer focus.

Insurance 馃嚭馃嚫 West Bend 1,534 1894
6
WPS Health Insurancewpshealth.com

A leading health insurance provider in Wisconsin offering PPO and HDHP plans, Medicare supplement options, and comprehensive provider networks

Insurance 馃嚭馃嚫 Madison 1,274 1946
7
Church Mutual Insurance Company, S.I.churchmutual.com

A leading insurer specializing in protecting religious organizations and other nonprofits, schools, camps, and senior living communities, with a commitment to serving and keeping customers safe

Insurance 馃嚭馃嚫 Merrill 1,112 1897
8
SECURA Insurancesecura.net

Offering flexible, customized property-casualty insurance solutions for businesses, farms, agribusinesses, special events, and nonprofits across multiple states.

Insurance 馃嚭馃嚫 Neenah 952 1900
9
CapSpecialtycapspecialty.com

A leading provider of specialty insurance for small to mid-sized businesses in the US, offering a variety of products nationwide with personalized service and successful partnerships

Insurance 馃嚭馃嚫 Middleton 860 1959
10
Jewelers Mutual Groupjewelersmutual.com

A leading insurance company dedicated to insuring jewelry businesses and individuals, providing coverage in all 50 states and Canada

Insurance 馃嚭馃嚫 Neenah 730 1913
11
Quartz Health Solutionsquartzbenefits.com

health plan management and administrative services company focusing on wellness, prevention, network expansion, serving over 350,000 members in Midwest regions

Insurance 馃嚭馃嚫 Fitchburg 676 2016
12
M3 Insurancem3ins.com

A leading insurance broker and risk management firm in America, providing world-class resources for managing risk, purchasing insurance, and offering employee benefits

Insurance 馃嚭馃嚫 Madison 567 1968
13
Network Health WInetworkhealth.com

Provider-owned Medicare Advantage plan in Wisconsin, recognized for quality care with 5-star ratings, dedicated to building healthy communities through exceptional employee culture

Insurance 馃嚭馃嚫 Menasha 467 1982
14
Society Insurancesocietyinsurance.com

Specializing in niche insurance coverage for businesses such as restaurants, bars, and medical clinics, with a focus on comprehensive packages and outstanding risk management

Insurance 馃嚭馃嚫 Fond du Lac 438 1915
15
NGL Insurance Companynglic.com

Established in 1909, a top-rated independent life insurance company offering innovative products for financial stability and peace of mind to customers nationwide

Insurance 馃嚭馃嚫 Madison 427 1909
16
Rural Mutual Insurance Companyruralmutual.com

A leading property and casualty insurance provider in Wisconsin since 1934, offering a variety of insurance products for families, businesses, and farms

Insurance 馃嚭馃嚫 Madison 426 1934
17
Robertson Ryan Insurancerobertsonryan.com

Providing insurance solutions for businesses, individuals, and benefits with a focus on client satisfaction through agent ownership Serving clients nationwide

Insurance 馃嚭馃嚫 Milwaukee 425 1960
18
Dean Health Plan, Inc.deancare.com

Integrated health system in southern Wisconsin since 1983, providing superior coverage and care through physician-led services, technology, and innovation For career opportunities, visit the provided link

Insurance 馃嚭馃嚫 Madison 424 1983
19
CONNECT, powered by American Family Insuranceconnectbyamfam.com

Provider of auto, home, condo, renters, umbrella, and specialty insurance with exclusive discounts and a focus on customer care

Insurance 馃嚭馃嚫 De Pere 419 1987
20
Old Republic Risk Managementorrm.com

A provider of primary casualty insurance products to clients with complex risks, offering innovative solutions for cost reduction and risk management

Insurance 馃嚭馃嚫 Brookfield 396 1985
21
TRICOR Insurancetricorinsurance.com

A leading independent insurance agency offering personal, business, and employee benefits coverage with a focus on proactive protection and tailored solutions

Insurance 馃嚭馃嚫 Lancaster 384 1945
22
PIPinsuranceformembers.com

This company provides comprehensive and affordable products and services with a focus on professionalism, ethics, and confidentiality, while following laws and regulations

Insurance 馃嚭馃嚫 West Allis 342 n/a
23
BetterLifebetterlifeins.com

Member-owned life insurance company offering affordable protection, friendly service, and community-focused benefits Headquartered in Wisconsin with agency locations in three states Operating in 17 states

Insurance 馃嚭馃嚫 Madison 335 n/a
24
Security Health Plansecurityhealth.org

A health maintenance organization serving over 230,000 members in 41 Wisconsin counties, insuring businesses and individuals while prioritizing quality care and privacy

Insurance 馃嚭馃嚫 Marshfield 329 1971
25
R&R Insurance Services Inc.myknowledgebroker.com

A large insurance agency offering business, personal, and health insurance, with a focus on innovation, professional development, and tailored client programs worldwide

Insurance 馃嚭馃嚫 Waukesha 324 1975
26
Innovative Financial Groupteamifg.com

A company dedicated to providing unparalleled support and customer service in the insurance industry through core values of integrity, service, excellence, and teamwork

Insurance 馃嚭馃嚫 Green Bay 267 2013
27
Ameriprise Auto & Home Insuranceameriprise.com

A company offering auto, home, condo, renters, specialty, and umbrella insurance through partnerships with renowned companies, prioritizing competitive pricing and client care

Insurance 馃嚭馃嚫 De Pere 263 1987
28
The Insurance Centerticinsurance.com

Experienced team providing customized insurance solutions since 1960s, offering quality products and services to individuals and businesses through professional representatives

Insurance 馃嚭馃嚫 Onalaska 261 1966
29
Catholic Financial Lifecatholicfinanciallife.org

This company offers life insurance, annuities, and financial protection services to members across the United States for over 155 years

Insurance 馃嚭馃嚫 Milwaukee 179 1868
30
McClone Insurancemcclone.com

A comprehensive risk management partner providing business insurance, employee benefits, HR outsourcing, 401K services, and personal insurance to protect and enhance businesses

Insurance 馃嚭馃嚫 Menasha 179 1949
31
Independent Care Health Planicarehealthplan.org

Managed care organization offering Medicare, Medicaid, and Long-Term Care insurance benefits with a unique care management model focusing on holistic health and quality of life

Insurance 馃嚭馃嚫 Milwaukee 165 1994
32
Coterie Insurancecoterieinsurance.com

Instant small business insurance through a 100% digital platform Working with agents and partners to provide easy, stress-free coverage

Insurance 馃嚭馃嚫 Appleton 162 2018
33
Physicians Plus Insurance Corporationpplusic.com

A nationally recognized managed care organization in south central Wisconsin offering high-quality health insurance with a focus on preventive health and wellness

Insurance 馃嚭馃嚫 Madison 59 1986
34
Marsh McLennan Agency - WisconsinMarshMMA.com

Provider of business insurance, employee benefits, retirement, and private client insurance solutions with a global reach and personalized service model

Insurance 馃嚭馃嚫 New Berlin 56 1983
35
Midwest Insurance Groupmidwestinsurancegroup.com

An independent insurance agency offering personalized service, risk management, and quality insurance products to protect clients' families and businesses

Insurance 馃嚭馃嚫 Delafield 40 2000
36
LEB Insurance Grouplebinsurancegroup.com

Insurance group providing personalized solutions for individuals, families, and businesses Dedicated brokers offer advocacy and protection, using technology to enhance client experience

Insurance 馃嚭馃嚫 Fond du Lac 37 2009
37
Wisconsin Reinsurance Corporationthewrcgroup.com

A reinsurance corporation providing insurance products and services, with a focus on strong values, client partnerships, and subsidiary growth for mutual companies

Insurance 馃嚭馃嚫 Madison 34 1913
38
Hubhubinternational.com

An Insurance and Risk Management firm dedicated to protecting leading professional and commercial clients, reducing long-term cost of risk

Insurance 馃嚭馃嚫 Waukesha 30 2001
39
The Starr Groupacrisure.com

A consulting firm providing insurance and risk management services for commercial, life, group benefits, auto, and home coverage, with a focus on education and client needs

Insurance 馃嚭馃嚫 Greenfield 27 1956
40
Spectrum Benefit Solutions of Central WI LLCspectruminsgroup.com

Expert insurance agency specializing in Group Health Benefits, Individual Health, and Life insurance coverage with a commitment to delivering on client needs

Insurance 馃嚭馃嚫 Medford 24 2007
41
Northwestern Mutual Financial Networknorthwesternmutual.com

This company provides financial security solutions such as life insurance, disability insurance, investment management, and financial services to help clients secure their future

Insurance 馃嚭馃嚫 Milwaukee 23 2007
42
Belgium Insurance Groupfarmersagent.com

Belgium Insurance Group is a team of Farmers Agents offering a range of insurance services in Wisconsin with a focus on customer experience and comprehensive coverage

Insurance 馃嚭馃嚫 Belgium 10 2004
43
Burkart-Heisdorf, a Division of McClonemcclone.com

Established in 1949, this company originally offered life insurance and coaching services before evolving into a full-service risk management company with a focus on family and community

Insurance 馃嚭馃嚫 Sheboygan 6 n/a
44
Kellenberger-Landsee and Associates, LLCkellenberger-landsee.com

Insurance brokerage firm specializing in risk management and coverage negotiation for global clients in various industries, with expertise in loss control and claims management

Insurance 馃嚭馃嚫 Brookfield 3 1931
45
Steve Pierick Agency-State Farm Insurancesunprairieinsurance.com

A full-service insurance agency specializing in homeowners, life, business, and auto insurance coverage for individuals and businesses

Insurance 馃嚭馃嚫 Sun Prairie 2 2005
46
Burkart-Heisdorf Insurance Agency, Inc.burkart-heisdorf.com

Provider of business and personal risk management solutions, offering insurance brokerage, employee benefits, and HR consulting services

Insurance 馃嚭馃嚫 Sheboygan 2 1916

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How this list is built

Every company on this list has a Tamtam company profile. The industry is the one the company gives on LinkedIn; categories such as SaaS or fintech are classified by Tamtam's AI from the company's website and LinkedIn page; and the headquarters city must match the company's own address. Companies are ranked by the number of employees on LinkedIn, and the list is refreshed every night. Classifications can be wrong, so treat the list as a starting point rather than an official ranking. Last updated Oct 24, 2026.

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