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Insurance Jobs in Madison, WI (NOW HIRING)

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Insurance information

See Madison, WI salary details

$31.3K

$58.7K

$87.2K

How much do insurance jobs pay per year?

As of Jun 28, 2026, the average yearly pay for insurance in Madison, WI is $58,683.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $67,100.00 per year, depending on experience, location, and employer.

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.

What jobs pay 2000 a day?

In the insurance industry, high-paying roles such as senior brokers, underwriters, or specialized consultants can earn around $2,000 per day, especially with extensive experience, certifications, and a strong client base. These positions often require advanced knowledge of risk assessment, sales skills, and sometimes a commission-based structure or bonuses for high performance.

What jobs pay 500,000 a year in the US?

In the insurance industry, high-level executive roles such as Chief Executive Officers, Chief Underwriters, or Chief Actuaries can earn annual compensation of $500,000 or more, especially in large firms or with significant bonuses and stock options. These positions typically require extensive experience, advanced degrees, and strong leadership skills, often working in a high-pressure environment with complex decision-making responsibilities.

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 jobs pay $10,000 a month without a degree?

In the insurance industry, roles such as insurance sales agents or independent brokers can earn $10,000 or more monthly through commissions and client sales, often without requiring a formal degree. Success in these roles depends on sales skills, networking, and industry knowledge, with some individuals earning high incomes through commissions and bonuses.

What is the best paying job in insurance?

The highest paying jobs in insurance are typically executive roles such as Chief Underwriting Officer, Chief Risk Officer, or Chief Actuary, which require extensive experience, advanced degrees, and professional certifications. These positions often have salaries exceeding $200,000 annually, depending on the company and location.

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.
More about Insurance jobs
What are the most commonly searched types of Insurance jobs in Madison, WI? The most popular types of Insurance jobs in Madison, WI are:
What are popular job titles related to Insurance jobs in Madison, WI? For Insurance jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Insurance jobs in Madison, WI look for? The top searched job categories for Insurance jobs in Madison, WI are:
What cities near Madison, WI are hiring for Insurance jobs? Cities near Madison, WI with the most Insurance job openings:
Insurance jobs near you
Insurance District Sales Manager

Insurance District Sales Manager

Rural Mutual Insurance

Madison, WI

$130K/yr

Full-time

Posted 12 days ago

Job description

Rural Mutual Insurance Company is seeking a dynamic and experienced Insurance District Sales Manager to join our team. This strategic position offers an exciting opportunity for a successful property/casualty and life insurance sales professional with a passion for mentoring and developing talent. You will work closely with our Director of Sales and Regional District Sales Managers to lead and enhance our agent onboarding and training programs.


At Rural Mutual Insurance, we offer a supportive work environment, career growth opportunities, and a comprehensive compensation package that includes health, dental, and vision insurance, a matching 401(k), and generous time off. We’ve earned consistent recognition as a Madison Magazine Best Places to Work, and an A+ AM Best financial strength rating. If you're ready to be part of a team that values your expertise and encourages your professional growth, apply today!

Compensation:

$110,000 - $130,000 + bonus - company vehicle and complete benefit package


Responsibilities:
  • Be the point of contact for new agents who have completed their 90-day training programs with Rural Mutual Insurance Company.
  • Attend sales meetings with agents, provide sales coaching and development guidance, and collaborate with the agents to complete needs-based sales.
  • Work with agents, District Sales Managers, and other departments, to meet specific training objectives in a timely fashion, and ensure successful progression to sales agent.
  • Utilizing in-person and virtual formats, provide weekly instruction on sales skills, product knowledge, and other content both in an individual and group setting.
  • Provide weekly agent progress reports.
  • Partner with District Sales Managers to ensure agents' successful transition to field sales.
  • Facilitate, coordinate, and implement new agent training classes and modules in partnership with sales leadership and curriculum development teams with an eye to continuous improvement.
  • Team up with District Sales Managers in proactive recruitment of sales agents through job fairs and other recruiting activities.

Qualifications:

Experience, Education & Licensing:

  • Proven track record of exceeding goals in property/casualty and/or life insurance sales roles.
  • Prior leadership or management experience, especially with recruiting, coaching, and performance management.
  • Property & Casualty insurance sales license required.
  • Bachelor’s degree in business, finance, insurance, or related field preferred (or equivalent work experience).
  • Previous experience in agency ownership, insurance distribution management, or business-driven roles is a strong plus.
  • Experience in agribusiness or familiarity with the farming community is a plus. 


Skills & Competencies:

  • Demonstrates accountability, integrity, and follow-through in all interactions.
  • Possesses a “can-do” attitude and high energy, especially in challenging circumstances.
  • Coach, develop, and empower others; give clear and fact-based feedback and provide growth opportunities.
  • Builds and maintains strong internal and external relationships.
  • Uses data and sound judgment to make decisions that balance growth and risk.
  • Innovates and seeks continuous improvement in processes and performance.
  • Communicates clearly and persuasively across all levels.
  • Thrives under pressure and delivers consistent results.
  • Maintain a valid driver’s license.
  • Occasional overnight trips are required.


Candidate must live and work in Wisconsin.


Eligible to work in the United States without sponsorship.


About Company

What You'll Love About Rural Mutual Insurance:

We are a leading property and casualty insurance company based in Wisconsin, well known for our financial strength and longevity in the insurance industry. Our reputation in the marketplace ensures stability and opens up numerous growth opportunities for our employees.

We created a welcoming place to work with friendly and professional leadership. We are known for the great care we take with our staff, our agents, and our customers. We are passionate and determined about delivering the best customer service, preserving insurance industry knowledge, and making a difference through the work that we do.

We believe in a healthy work/life balance and, to that end, offer a competitive and comprehensive compensation package including health, dental, life, LTD, and vision insurance as well as an employee bonus plan, matching 401(k) plan, and generous time off benefits.