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Insurance Agent Training Program Jobs in Milwaukee, WI

HealthMarkets, Inc.

Insurance Agent

Milwaukee, WI · On-site

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

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Insurance Agent Training Program information

See Milwaukee, WI salary details

$24.6K

$64.1K

$119.7K

How much do insurance agent training program jobs pay per year?

As of May 28, 2026, the average yearly pay for insurance agent training program in Milwaukee, WI is $64,062.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,800.00 and $75,900.00 per year, depending on experience, location, and employer.

What is an Insurance Agent Training Program job?

An Insurance Agent Training Program job is a structured program designed to equip aspiring insurance agents with the knowledge, skills, and licensing required to sell insurance policies. Trainees receive guidance on industry regulations, sales techniques, and product offerings while working under experienced mentors. These programs often combine classroom instruction, hands-on experience, and licensing exam preparation. Many employers offer these programs to develop new agents and help them build a successful career in insurance sales.

What are the key skills and qualifications needed to thrive in the Insurance Agent Training Program position, and why are they important?

To thrive in an Insurance Agent Training Program, candidates should have strong interpersonal skills, a basic understanding of sales principles, and preferably a high school diploma or equivalent educational background. Familiarity with CRM software, office productivity tools, and the pursuit of licensing exams such as state insurance licenses are important. Exceptional communication, adaptability, and goal-oriented motivation help individuals stand out in this role. These skills are crucial for building client trust, successfully navigating training, and meeting the demands of a dynamic, client-focused industry.

What can I expect from the daily responsibilities during the Insurance Agent Training Program?

During the Insurance Agent Training Program, you can expect a mix of classroom-style instruction, hands-on learning, and shadowing experienced agents to better understand the sales process and client interactions. You'll engage in role-playing exercises, learn about different insurance products, and practice handling customer inquiries or policy applications. It's common to participate in team meetings, review case studies, and receive regular feedback from mentors or trainers. This structured approach not only builds product knowledge and sales techniques but also helps you develop the confidence needed for real-world success as a licensed Insurance Agent.
More about Insurance Agent Training Program jobs
What are popular job titles related to Insurance Agent Training Program jobs in Milwaukee, WI? For Insurance Agent Training Program jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Insurance Agent Training Program jobs in Milwaukee, WI look for? The top searched job categories for Insurance Agent Training Program jobs in Milwaukee, WI are:
Insurance Agent Training Program jobs near you
Infographic showing various Insurance Agent Training Program job openings in Milwaukee, WI as of May 2026, with employment types broken down into 76% Full Time, and 24% Part Time. Highlights an 96% Physical, and 4% Remote job distribution, with an average salary of $64,062 per year, or $30.8 per hour.
Insurance Agent

Insurance Agent

HealthMarkets, Inc.

Milwaukee, WI • On-site

Contractor

This job post has expired today. Applications are no longer accepted.

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 insurance 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

If youre an insurance agent with 4-5 years of experience, we want you. As an independent contractor licensed insurance agent with HealthMarkets, youll be collaborating with one of the largest independent health insurance agencies in the US. Youll have the opportunity to grow a flourishing business, all while making a difference in peoples lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. Well 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.

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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