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Insurance Jobs in Oregon, WI (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Janesville, WI

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 ...

HealthMarkets, Inc.

Insurance Agent

Madison, WI

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 ...

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Insurance information

See Oregon, WI salary details

$30.4K

$57.1K

$84.9K

How much do insurance jobs pay per year?

As of May 30, 2026, the average yearly pay for insurance in Oregon, WI is $57,138.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,100.00 and $65,300.00 per year, depending on experience, location, and employer.

What Do Insurance Agents Do?

Insurance premium auditors are employees of a variety of companies. You can work with businesses who specialize in handling premium audits, risk management, or business process outsourcing, but most available positions are with insurance companies. You can choose a field based on the type of insurance you’re most familiar with such as workers’ compensation, car, home, or life insurance, or choose a company that works with all insurance types. Some positions require working on the phone, while others require traveling within an assigned geographic area.

What are the key skills and qualifications needed to thrive in an insurance professional role, and why are they important?

To thrive in an insurance role, you need strong analytical abilities, attention to detail, and a solid understanding of insurance products, often supported by a relevant degree or insurance-specific certifications such as CPCU or CLU. Familiarity with policy management software, customer relationship management (CRM) systems, and underwriting tools is commonly required. Excellent communication, problem-solving skills, and a customer-focused mindset help professionals build trust and effectively address client needs. These competencies are vital for ensuring accurate policy management, regulatory compliance, and delivering high-quality client service in a competitive industry.

What are some common challenges faced by professionals working in the insurance industry, and how can they be addressed?

Professionals in the insurance industry often encounter challenges such as staying updated with changing regulations, managing complex client needs, and handling a high volume of claims or policy inquiries. Navigating regulatory changes requires continuous professional development and attention to compliance updates. Effective communication and organizational skills are vital for managing client expectations and workloads efficiently. Building strong relationships with underwriters, claims adjusters, and clients can also help address these challenges and ensure successful outcomes.

What are insurance jobs?

Insurance jobs refer to a range of careers within the insurance industry, including roles such as insurance agents, underwriters, claims adjusters, actuaries, and customer service representatives. These professionals help individuals and businesses manage risk by providing advice, selling policies, evaluating applications, processing claims, or analyzing data. The industry offers opportunities in areas like life, health, property, and casualty insurance, with positions available at insurance companies, brokerages, and agencies. Insurance jobs often require good communication, analytical skills, and an understanding of financial products and regulations.

What is the difference between Insurance vs Insurance Agent?

AspectInsuranceInsurance Agent
CredentialsVaries by role; may include licenses for specific insurance typesRequires state licensing and certification
Work EnvironmentOffice, online, or client sitesOffice, client meetings, or remote
Employer & IndustryInsurance companies, brokers, agenciesInsurance agencies, brokerages, companies
Job FocusDeveloping, selling, managing insurance policiesSelling insurance policies, client consultation

Insurance is a broad industry encompassing various roles, including Insurance Agents. Insurance Agents specifically focus on selling and advising clients on insurance policies, often requiring licensing. While Insurance professionals may work in different capacities, Insurance Agents are directly involved in client interactions and policy sales, making their roles closely linked but distinct within the industry.

More about Insurance jobs
What are the most commonly searched types of Insurance jobs in Oregon, WI? The most popular types of Insurance jobs in Oregon, WI are:
What are popular job titles related to Insurance jobs in Oregon, WI? For Insurance jobs in Oregon, WI, the most frequently searched job titles are:
What cities near Oregon, WI are hiring for Insurance jobs? Cities near Oregon, WI with the most Insurance job openings:
Insurance jobs near you
Infographic showing various Insurance job openings in Oregon, WI as of May 2026, with employment types broken down into 1% As Needed, 71% Full Time, 24% Part Time, and 4% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $57,138 per year, or $27.5 per hour.
Licensed Insurance Agent

Licensed Insurance Agent

HealthMarkets Insurance Agency

Janesville, WI • Remote

$50K - $120K/yr

Contractor

Posted 11 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.