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A Job In Insurance Jobs in Madison, WI (NOW HIRING)

micro1 AI

Insurance Underwriter (E&S) - Remote

Madison, WI · Remote

$55 - $70/hr

Insurance Underwriter - Excess & Specialty Job Type: Contractor Location: Remote Job Summary: As a ... Collaborate in a remote environment, providing clear, effective written and verbal communication to ...

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A Job In Insurance information

See Madison, WI salary details

$31.2K

$58.6K

$87.2K

How much do a job in insurance jobs pay per year?

As of May 29, 2026, the average yearly pay for a job in insurance in Madison, WI is $58,642.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $67,000.00 per year, depending on experience, location, and employer.

What is the difference between A Job In Insurance vs A Job In Underwriting?

AspectA Job In InsuranceA Job In Underwriting
Required CredentialsInsurance license, sometimes certifications like CPCUUnderwriting certifications, insurance licenses often preferred
Work EnvironmentOffice setting, insurance companies, agenciesOffice-based, insurance companies, underwriting departments
Employer & Industry UsageInsurance carriers, brokers, agenciesInsurance companies, underwriting firms
Common Search & ComparisonPeople compare roles within insurance careersFocus on risk assessment and policy approval

In summary, a Job In Insurance involves broader roles such as sales, claims, or customer service, while a Job In Underwriting specifically focuses on evaluating risks and approving policies. Both roles require insurance licenses and are integral to the insurance industry, but they differ in daily responsibilities and specialization.

What are popular job titles related to A Job In Insurance jobs in Madison, WI? For A Job In Insurance jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching A Job In Insurance jobs in Madison, WI look for? The top searched job categories for A Job In Insurance jobs in Madison, WI are:
What cities near Madison, WI are hiring for A Job In Insurance jobs? Cities near Madison, WI with the most A Job In Insurance job openings:
A Job In Insurance jobs near you

Agency Owner in Training-Insurance Sales Representative

Lakeview Recruiting and Consulting

Madison, WI

Full-time

Posted 11 days ago

Job description

Future Agency Owner Track – Insurance Sales Representative

???? American Family Insurance Agency

This is not a typical sales job.

We are looking for someone who is serious about building a long-term career in insurance sales and eventually becoming an Agency Owner. This opportunity is for someone who is driven, resourceful, competitive, and willing to put in the work—not someone who simply “wants to try sales.”

If you are someone who waits to be told what to do, struggles with follow-through, or is uncomfortable prospecting and networking, this will likely not be the right fit.

What This Role Involves

This position focuses heavily on:

  • Prospecting and generating leads

  • Building relationships and networking

  • Following up consistently

  • Learning how to grow and maintain a book of business

  • Developing long-term sales and business ownership skills

You will be expected to actively build your pipeline—not wait for leads to come to you.


What We’re Looking For

We are looking for a true doer, not just a talker.

The ideal candidate:

  • Is highly motivated and self-driven

  • Understands that success in sales comes from consistent effort

  • Is comfortable reaching out to people and building relationships

  • Can handle rejection and stay persistent

  • Is eager to learn the insurance industry and grow long-term

  • Wants a career path toward future agency ownership

Insurance experience is a huge plus, but not required. Mindset, work ethic, and initiative matter more.

Interview Requirement

To show initiative and preparation, candidates will be required to bring:

  • A written list or plan of people and businesses they would initially reach out to for prospecting and networking opportunities

Most candidates begin with friends, family, and past coworkers. The key is showing us you are already thinking beyond that and are willing to actively create opportunities and connections on your own.

Licensing Requirement

Candidates must obtain their insurance license before hire.

We are looking for candidates who are eager enough to move quickly. Most motivated individuals can complete licensing within approximately 2 weeks if they stay focused and committed.

Compensation

  • Base salary + commission

  • Opportunity for long-term growth and increased earnings

  • Career path toward future agency ownership opportunities

  • We have a separate document that explains the pay structure

Why This Opportunity Stands Out

This is an opportunity to learn directly within an established American Family Insurance agency while developing the skills, habits, and mindset needed to eventually run your own business.

This role is best suited for someone who:

  • Wants more than just a paycheck

  • Is willing to hustle and create opportunities

  • Wants long-term growth, not just a job

???? Apply Today

If you are motivated, action-oriented, and serious about building a future in insurance sales and business ownership, we’d love to connect.

???? Apply today and be prepared to show us your initiative.