1

Weekend Insurance Agent Jobs in Madison, WI (NOW HIRING)

Insurance Agent

Madison, WI ยท On-site

$50K - $120K/yr

Becoming an independent licensed insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers licensed insurance agents the resources and support they need to grow ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

next page

Showing results 1-20

Weekend Insurance Agent information

See Madison, WI salary details

$25.2K

$65.5K

$122.4K

How much do weekend insurance agent jobs pay per year?

As of Aug 7, 2026, the average yearly pay for weekend insurance agent in Madison, WI is $65,518.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,800.00 and $77,600.00 per year, depending on experience, location, and employer.

Why do so many weekend insurance agents quit?

Weekend insurance agents often leave the role due to limited hours, lower pay, and lack of career advancement opportunities. The part-time schedule can also lead to job insecurity and difficulty balancing work with personal commitments, contributing to higher turnover rates.

Do weekend insurance agents work on weekends?

Weekend insurance agents typically work during weekends as part of their schedule, especially if they serve clients who are available outside regular weekday hours. Their work may include handling claims, providing customer service, or selling policies, often requiring flexibility to meet client needs. The specific schedule depends on the employer and the role's responsibilities.

What is the difference between Weekend Insurance Agent vs Part-Time Insurance Agent?

AspectWeekend Insurance AgentPart-Time Insurance Agent
CredentialsLicensing required, similar certificationsLicensing required, similar certifications
Work EnvironmentPrimarily weekend hours, flexible scheduleFlexible hours, may include weekdays and weekends
Employer & Industry UsageInsurance agencies, brokersInsurance agencies, brokers
Search & Comparison IntentFocus on weekend availability and part-time rolesBroader part-time roles, including weekdays

Weekend Insurance Agents typically work primarily on weekends, offering flexible scheduling for clients. Part-Time Insurance Agents may work during weekdays or weekends, with varied hours. Both roles require similar licensing and certifications, but the main difference lies in their scheduling focus and availability.

What are the most commonly searched types of Insurance Agent jobs in Madison, WI? The most popular types of Insurance Agent jobs in Madison, WI are:
What cities near Madison, WI are hiring for Weekend Insurance Agent jobs? Cities near Madison, WI with the most Weekend Insurance Agent job openings:
Infographic showing various Weekend Insurance Agent job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $65,518 per year, or $31.5 per hour.

Insurance Agent

HealthMarkets Insurance Agency

Madison, WI โ€ข On-site

$50K - $120K/yr

Contractor

Re-posted 7 days ago


Job description

HealthMarkets Overview Job Description:

If you’re looking for an exciting opportunity where you can change people’s lives and achieve financial success as an independent licensed insurance agent, you’ve come to the right place. Becoming an independent licensed insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers licensed insurance agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in people’s lives.

And who are we? HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of Americans depend on us to help explore their insurance coverage options – and we’re looking for licensed insurance agents like you to help us continue that mission.

So, whether you’re an experienced insurance agent looking for your next opportunity or are just starting out and looking for an opportunity to demonstrate your talents, HealthMarkets is the career move that can help change your life.

Job description:

If you’re a licensed insurance agent with 4-5 years of experience, we want you. As an independently contracted licensed insurance agent with HealthMarkets, you’ll be collaborating with one of the largest independent health insurance agencies in the US. You’ll have the opportunity to grow a business, all while making a difference in people’s lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. We’ll give you access to leads, quoting tools, training resources, and more so you can focus on what you do best: selling. Contact us today and succeed on your terms with HealthMarkets.

Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state.

51934-HM-0225

Company Description

Expect to have both a life and a career with HealthMarkets. When you join us as a Licensed Independent Insurance Agent, you'll be building a business that you control with our support. So, you can head out for a run, be there for your kid's soccer matches – even chase tornadoes if that's your thing. Start succeeding on your terms.

HealthMarkets is a technology-enabled health insurance marketplace that delivers high-touch, customized health and supplemental insurance solutions. Our Licensed Independent Insurance Agents serve our customers by helping families, individuals, and small businesses find the coverage they need at a price they can afford.