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Entry Level Insurance Sales Agent Jobs in Wisconsin

HealthMarkets, Inc.

Insurance Sales Agent

Oshkosh, WI · On-site

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 ...

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

The Individual Sales Agent is responsible for generating business through education, advisement ... Product Knowledge - Strong working knowledge of insurance products like Medicare Supplement ...

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

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All JobsInsurance Sales Agent JobsEntry Level Insurance Sales Agent JobsEntry Level Insurance Sales Agent Jobs in Wisconsin

Entry Level Insurance Sales Agent information

See Wisconsin salary details

$27.8K

$73.1K

$140.8K

How much do entry level insurance sales agent jobs pay per year?

As of Aug 8, 2026, the average yearly pay for entry level insurance sales agent in Wisconsin is $73,136.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,900.00 and $90,300.00 per year, depending on experience, location, and employer.

What are some common challenges faced by entry level insurance sales agents, and how can they overcome them?

Entry level insurance sales agents often face challenges such as building a client base from scratch, handling rejection, and learning complex products and regulations. Success in this role requires persistence, strong communication skills, and a willingness to continually improve product knowledge. Many agents find it helpful to leverage mentorship from experienced colleagues, attend regular training sessions, and use customer relationship management tools to track leads and follow up effectively. Over time, developing trust with clients and becoming familiar with sales techniques will help agents overcome initial hurdles and grow their careers.

Is entry level insurance sales hard?

Entry level insurance sales agents often find the job challenging initially due to the need to learn insurance products, develop sales skills, and build client relationships. Success typically depends on communication abilities, product knowledge, and persistence, with training and certifications helping to ease the learning curve.

What are the key skills and qualifications needed to thrive as an entry level insurance sales agent?

To thrive as an Entry Level Insurance Sales Agent, you need strong interpersonal skills, a basic understanding of insurance products, and often a state insurance license. Familiarity with CRM software, quoting tools, and online policy management systems is typically required. Outstanding communication, resilience, and the ability to build rapport with clients are soft skills that set top performers apart. These skills and qualifications are crucial for effectively generating leads, closing sales, and maintaining positive client relationships in a competitive market.

What does an entry level insurance sales agent do?

An entry level insurance sales agent helps clients understand and purchase insurance policies that meet their needs. They typically contact potential customers, explain policy details, answer questions, and assist with application processes. Agents may sell various types of insurance, such as auto, home, health, or life, depending on their employer. They also help clients update policies and handle renewals, while learning sales techniques and industry regulations on the job.

What is the difference between Entry Level Insurance Sales Agent vs Insurance Producer?

AspectEntry Level Insurance Sales AgentInsurance Producer
Required CredentialsLicensing in specific states, basic sales trainingLicensing required, often more advanced certifications
Work EnvironmentOffice, remote, or in-field salesOffice-based or in-field sales, client meetings
Employer & Industry UsageInsurance agencies, brokerages, direct insurersInsurance agencies, independent agencies, brokerages
Search & Comparison IntentEntry level, beginner, sales rolesSales, licensing, insurance careers

In summary, an Entry Level Insurance Sales Agent typically requires basic licensing and training, focusing on entry-level sales roles within insurance companies or agencies. An Insurance Producer often has more advanced licensing and may handle more complex sales or client portfolios. Both roles are common in the insurance industry, but the Insurance Producer position generally involves greater responsibilities and experience.

Why do so many entry level insurance sales agents quit?

Entry level insurance sales agents often quit due to the high pressure of meeting sales quotas, inconsistent income from commissions, and the need for strong interpersonal skills. The job typically requires persistence, self-motivation, and the ability to handle rejection, which can be challenging for new agents. Additionally, lack of proper training and mentorship can contribute to early turnover.
What are the most commonly searched types of Insurance Sales Agent jobs in Wisconsin? The most popular types of Insurance Sales Agent jobs in Wisconsin are:
What are popular job titles related to Entry Level Insurance Sales Agent jobs in Wisconsin? For Entry Level Insurance Sales Agent jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance Sales Agent jobs in Wisconsin look for? The top searched job categories for Entry Level Insurance Sales Agent jobs in Wisconsin are:
What cities in Wisconsin are hiring for Entry Level Insurance Sales Agent jobs? Cities in Wisconsin with the most Entry Level Insurance Sales Agent job openings:
Entry Level Insurance Sales Agent jobs near you
Infographic showing various Entry Level Insurance Sales Agent job openings in Wisconsin as of July 2026, with employment types broken down into 100% Full Time. Highlights an 67% In-person, and 33% Hybrid job distribution, with an average salary of $73,136 per year, or $35.2 per hour.

Insurance Sales Agent

HealthMarkets, Inc.

Oshkosh, WI • On-site

Contractor

Re-posted 6 days ago

Job description

HealthMarkets Overview

If youre looking for an exciting opportunity where you can change peoples lives and achieve financial success as an independent insurance agent, youve come to the right place. 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 the industry, all while making a difference in peoples 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 coverage options and were looking for independent insurance agents like you to help us continue that mission.

So, whether youre 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

Never worked in the health insurance industry before? Its no problem. If youve got an entrepreneurial spirit and drive and are ready to start your own business, we want you. At HealthMarkets, independent agents are given the opportunity to achieve financial success on their own time and schedule. Need to coach your childs soccer game? Or show up to a family event? Youve got the time because you work for yourself.

Plus, the opportunities for growth are endless. We provide you with the support, training, and resources you need to succeed on your terms. Get started today and watch your career take off to new heights.

48640-HM-0523

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-0326

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