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Find Supplemental Insurance Agents Near You in Waukesha, WI

Browse supplemental insurance agents serving Waukesha, Wisconsin. Updated 2026-07-14.

The top-rated supplemental insurance agent in Waukesha, Wisconsin is Leticia Guzman American Family Insurance, rated 5.0 stars across 456 reviews. Other highly rated options include Saad Fleifel Independent Insurance Agency, R&R Insurance Services, Inc., Couri Insurance Agency. This directory lists 15 supplemental insurance agents serving Waukesha.

Showing 15 supplemental insurance agents in Waukesha, WIListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Leticia Guzman American Family Insurance744 N Grand Ave(262) 542-9695
2Saad Fleifel Independent Insurance AgencyN19W24400 Riverwood Dr Suite 350(262) 333-5453
3R&R Insurance Services, Inc.N14 W23900 Stone Ridge Dr(262) 574-7000
4Couri Insurance Agency379 W Main St(262) 548-8077
5Jennifer Scheler Agency LLC American Family Insurance1425 Summit Ave UNIT 203(262) 542-6466
6Goodness Insurance Agency, Inc.2312 N Grandview Blvd #206(262) 547-7965
7Dobrich Insurance Agency LLC2444C N Grandview Blvd(262) 777-1919
8Hasler Insurance Agency, Inc.W304S3402 Brookhill Rd(262) 549-0979
9Kave Family InsuranceN7W23765 Bluemound Rd(262) 447-0231
10Carrigan Insurance379 W Main St #203(262) 547-2800
LG
744 N Grand Ave
Leticia Guzman American Family Insurance
Supplemental Insurance Agent · Waukesha, WI

Leticia Guzman American Family Insurance serves Waukesha County in Wisconsin as a local supplemental insurance agent. Supplemental insurance coverage helps fill gaps left by primary health plans, covering expenses like deductibles and copays for unexpected medical events. This agency assists individuals and families with policies that provide financial support during illness or injury. Common supplemental services in this area include hospital indemnity plans and accident insurance policies.

SF
N19W24400 Riverwood Dr Suite 350
Saad Fleifel Independent Insurance Agency
Supplemental Insurance Agent · Waukesha, WI

Saad Fleifel Independent Insurance Agency in Waukesha, Wisconsin, provides supplemental insurance agent services designed to fill coverage gaps left by primary health plans. The agency assists clients in selecting and managing policies that address additional medical or income-protection needs. Ongoing support includes policy reviews to ensure benefits align with changing circumstances. The firm also helps process claims and answers questions about coverage details. It serves a variety of property types, including single-family homes, apartments, retail spaces, and restaurants.

RI
N14 W23900 Stone Ridge Dr
R&R Insurance Services, Inc.
Supplemental Insurance Agent · Waukesha, WI

R&R Insurance Services, Inc. serves the Waukesha area and surrounding communities in southeastern Wisconsin, handling supplemental insurance coverage for individuals and families. This type of insurance helps fill gaps left by major medical plans, covering costs like deductibles, copays, and everyday health-related expenses. The company typically evaluates a client’s existing primary coverage and financial situation before recommending specific supplemental policies, then explaining how those options can reduce potential out-of-pocket burdens.

CI
379 W Main St
Couri Insurance Agency
Supplemental Insurance Agent · Waukesha, WI

Couri Insurance Agency serves homeowners, families, and individual policyholders in Waukesha, Wisconsin, looking to fill gaps in their primary health or life coverage. As a supplemental insurance agent, the company helps clients understand and select policies that address costs not covered by major medical plans, such as accident, critical illness, or hospital indemnity benefits. The agency provides personalized consultations to explain plan options and assists with enrollment processes. Its service area also extends to the Brookfield community within the greater Milwaukee metro.

JS
1425 Summit Ave UNIT 203
Jennifer Scheler Agency LLC American Family Insurance
Supplemental Insurance Agent · Waukesha, WI

In Waukesha, WI, Jennifer Scheler Agency LLC American Family Insurance assists local residents and businesses with supplemental insurance, distinguishing between one-time needs, such as short-term accident policies, and recurring coverage like long-term dental or Medicare supplement plans that require periodic review. Their general supplemental work often fills gaps left by primary health insurance, helping manage out-of-pocket costs. Serving clients in the surrounding area, the agency typically arranges service on either an as-needed basis for specific claims or a scheduled basis for ongoing policy adjustments.

GI
2312 N Grandview Blvd #206
Goodness Insurance Agency, Inc.
Supplemental Insurance Agent · Waukesha, WI

Goodness Insurance Agency, Inc. located in Waukesha, WI, is a supplemental insurance agent that provides specialty gap coverage for medical expenses and procedures that major health plans may not fully address. Its general service work includes helping individuals explore and select policies designed to protect against unexpected out-of-pocket healthcare costs. This assistance proves particularly valuable during open enrollment periods or after a major life event, such as a new diagnosis or hospital stay.

DI
2444C N Grandview Blvd
Dobrich Insurance Agency LLC
Supplemental Insurance Agent · Waukesha, WI

Dobrich Insurance Agency LLC works as a supplemental insurance agent, helping clients fill gaps left by primary health plans. The firm in Waukesha, WI, focuses on offering add-on coverage that addresses benefits not fully covered by standard policies. These typical specialized products may help with out-of-pocket costs, accidents, or critical illness expenses. Agents assist commercial clients in local office settings, warehouse environments, and food service operations, ensuring they understand how supplementary insurance can support employee needs across these varied workplaces.

HI
W304S3402 Brookhill Rd
Hasler Insurance Agency, Inc.
Supplemental Insurance Agent · Waukesha, WI

As winter settles over Waukesha County, many residents turn to supplemental insurance to help cover gaps in their primary health plans. Hasler Insurance Agency, Inc. offers local guidance on policies that can assist with unexpected medical costs or lost income. Serving Waukesha, the company explains options like accident, hospital, or critical illness coverage in straightforward, personalized conversations. An agent will review your current situation during an in-person or phone assessment to identify which supplemental plans might fit your needs and budget before recommending any next steps.

KF
N7W23765 Bluemound Rd
Kave Family Insurance
Supplemental Insurance Agent · Waukesha, WI

Kave Family Insurance offers supplemental insurance options to residents in Waukesha, Wisconsin, helping them manage gaps in their primary health coverage. Commercial clients can also access tailored supplemental plans to support their employees’ needs throughout the local area. The agency works closely with policyholders to review their changing requirements between regular visits, ensuring they understand how their benefits apply to medical events. This follow-up service helps maintain appropriate coverage levels, allowing customers to focus on their daily lives with confidence in their financial protection.

CI
379 W Main St #203
Carrigan Insurance
Supplemental Insurance Agent · Waukesha, WI
HG
N19W24101 Riverwood Dr Suite 300
The Horton Group, a Marsh & McLennan Agency LLC Company
Supplemental Insurance Agent · Waukesha, WI
(800) 383-8283
thehortongroup.com/locations/waukesha-wi
RR
20975 Swenson Dr Ste 175
Robertson Ryan Insurance
Supplemental Insurance Agent · Waukesha, WI
(414) 271-3575
robertsonryan.com
PT
N16w23217 Stone Ridge Dr Ste 120
Paul Thomas - Mutual of Omaha
Supplemental Insurance Agent · Waukesha, WI
(262) 888-6001
agents.mutualofomaha.com/agents/wi/waukesha/paul-thomas
JB
444 W Sunset Dr
Jim Burg Insurance Agency
Supplemental Insurance Agent · Waukesha, WI
(262) 542-8484
jimburgins.com
BS
N16w23217 Stone Ridge Dr Suite 120
Brett Spaulding - Mutual of Omaha
Supplemental Insurance Agent · Waukesha, WI
(262) 226-2760
agents.mutualofomaha.com/agents/wi/waukesha/brett-spaulding

What Does a a Supplemental Insurance Agent in Waukesha Cost?

Supplemental insurance agent services in Wisconsin typically do not charge a separate fee because agents earn commissions from insurance companies. Medigap plan premiums in Waukesha range from about $100 to $300 per month depending on age health and plan type. Costs vary by case and carrier. This is general information not insurance advice.

About supplemental insurance agents in Waukesha

Supplemental insurance agents in Waukesha help residents choose Medigap or Medicare Advantage plans. Wisconsin law guarantees certain enrollment rights under the Wisconsin Medicare Supplement Open Enrollment law. These agents can explain how state regulations affect your coverage options.

Frequently Asked Questions

What is a supplemental insurance agent in Waukesha?

A supplemental insurance agent helps you buy policies that cover costs not paid by Original Medicare. In Waukesha, agents are licensed by the Wisconsin Office of the Commissioner of Insurance. They can compare plans from multiple carriers.

When can I enroll in a Medigap plan in Wisconsin?

You have a six-month open enrollment period starting when you are 65 and enrolled in Medicare Part B. During this time, insurers cannot deny coverage or charge more due to health conditions. This is protected by Wisconsin Statute section 632.745.

Are there Wisconsin-specific rules for Medigap plans?

Yes, Wisconsin requires standardized Medigap plans labeled A B C D F G H I J K L M and N. Wisconsin also has a unique birthday rule allowing you to switch Medigap plans within 60 days of your birthday without medical underwriting.

Supplemental Insurance Agents in Other Wisconsin Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each supplemental insurance agent's credentials and current standing with your state Department of Insurance.