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Entry Level Insurance Sales Agent Jobs in Madison, WI

HealthMarkets, Inc.

Insurance Sales Agent

Madison, WI · On-site

Insurance Sales Agent Insurance Sales Agent Location: Madison, Wisconsin Job Number HM2025-0837 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...

Bankers Life

Insurance Sales Agent

Madison, WI · On-site

$75K - $130K/yr

Jump in right away as an Insurance Sales Agent and start building your product knowledge and career momentum. * Sales Leadership - Hit the ground running and ascend with our mentorship as a leader on ...

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All JobsInsurance Sales Agent JobsEntry Level Insurance Sales Agent JobsEntry Level Insurance Sales Agent Jobs in Madison, WI

Entry Level Insurance Sales Agent information

See Madison, WI salary details

$27.7K

$73K

$140.6K

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

As of Sep 8, 2026, the average yearly pay for entry level insurance sales agent in Madison, WI is $73,011.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,900.00 and $90,200.00 per year, depending on experience, location, and employer.

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 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 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.

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.

How to be an entry level insurance sales agent with no experience?

To become an entry-level insurance sales agent with no experience, focus on obtaining a state license by completing pre-licensing courses and passing the licensing exam. Developing strong communication and sales skills, gaining product knowledge, and applying for trainee or entry-level positions can help start your career in insurance sales.

Is entry level insurance sales hard?

Entry level insurance sales can be challenging initially due to the need to learn product knowledge, develop sales skills, and build client relationships. Success often depends on communication abilities, persistence, and understanding of insurance policies, but many find it manageable with training and experience.

Why do so many entry level insurance sales agents quit?

Entry level insurance sales agents often quit due to the high rejection rate, inconsistent income, and the pressure to meet sales quotas. The job requires strong communication skills, self-motivation, and resilience, which can be challenging for new agents, leading to high turnover rates.

What are popular job titles related to Entry Level Insurance Sales Agent jobs in Madison, WI?

For Entry Level Insurance Sales Agent jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Entry Level Insurance Sales Agent jobs in Madison, WI look for?

The top searched job categories for Entry Level Insurance Sales Agent jobs in Madison, WI are:

What cities near Madison, WI are hiring for Entry Level Insurance Sales Agent jobs?

Cities near Madison, WI 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 Madison, WI as of September 2026, with employment types broken down into 87% Full Time, and 13% Contract. Highlights an 87% In-person, and 13% Remote job distribution, with an average salary of $73,011 per year, or $35.1 per hour.

Insurance Sales Agent

Janesville, WI • On-site

HealthMarkets, Inc.
See more jobs at HealthMarkets, Inc.external

Contractor

Re-posted 8 days ago

Job description

Insurance Sales Agent
Insurance Sales Agent
Location: Janesville, Wisconsin
Job Number HM2025-0835 Date posted 02/02/2025 Join Us
HealthMarkets Overview
If you're looking for an exciting opportunity where you can change people's lives and achieve financial success as an independent insurance agent, you've 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 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 coverage options - and we're looking for independent 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
Never worked in the health insurance industry before? It's no problem. If you've 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 child's soccer game? Or show up to a family event? You've 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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