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Insurance Manager Jobs in Milwaukee, WI (NOW HIRING)

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Insurance Manager information

See Milwaukee, WI salary details

$36.9K

$81.6K

$120.7K

How much do insurance manager jobs pay per year?

As of Aug 13, 2026, the average yearly pay for insurance manager in Milwaukee, WI is $81,576.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,500.00 and $97,500.00 per year, depending on experience, location, and employer.

What are some common challenges faced by insurance managers and how can they be addressed?

Insurance Managers often face challenges such as keeping up with changing regulations, managing diverse client portfolios, and balancing risk assessment with customer service. Staying updated with industry regulations and investing in continuous professional development can help address compliance issues. Effective communication and strong organizational skills are essential for managing multiple clients and teams. Additionally, leveraging modern insurance software can streamline operations and enhance accuracy in policy management.

How much do insurance managers make in the US?

Insurance managers in the US typically earn a median annual salary of around $100,000, with salaries ranging from approximately $70,000 to over $150,000 depending on experience, location, and company size. They often hold certifications such as CPCU or ARM and require strong leadership and risk management skills.

What are the key skills and qualifications needed to thrive as an insurance manager?

To thrive as an Insurance Manager, you need expertise in risk assessment, policy analysis, and regulatory compliance, often supported by a bachelor's degree in finance, business, or a related field. Familiarity with insurance management software, claims processing systems, and industry certifications like CPCU or ARM is highly valuable. Strong leadership, negotiation, and interpersonal skills help build effective teams and maintain client relationships. These abilities are crucial for ensuring seamless operations, regulatory adherence, and delivering excellent service in a competitive insurance environment.

What is the difference between Insurance Manager vs Insurance Underwriter?

AspectInsurance ManagerInsurance Underwriter
CredentialsOften requires insurance-related certifications and management experienceTypically holds actuarial, underwriting, or insurance licenses
Work EnvironmentManages teams, oversees policies, and develops strategies within insurance companiesEvaluates risks, assesses applications, and determines policy terms
Employer & Industry UsageCommonly employed in insurance firms, brokers, and agenciesPrimarily found in insurance companies and underwriting firms
Search & Comparison IntentPeople compare roles involving insurance policy oversight and managementIndividuals interested in risk assessment and policy issuance

The main difference between an Insurance Manager and an Insurance Underwriter lies in their responsibilities. Insurance Managers oversee teams, develop policies, and manage overall operations, while Insurance Underwriters focus on evaluating individual risks and determining policy terms. Both roles require insurance-related credentials and are integral to the insurance industry, but they serve different functions within the insurance process.

What is an insurance manager?

An insurance manager oversees the performance of all the employees who work for an insurance branch and verifies that all corporate policies are followed, including the filing of client records. Specifically, as an insurance manager, you supervise a sales agent or broker to help them drive sales and make sure they sell enough policies. Then, you ensure each of your sales agents receives a commission for excelling in their duties. To maximize profits, you set premiums by using actuary data and information from appraisers to determine the likelihood of clients filing claims, as well as the value of their assets. In this role, you are typically involved in many actions that the branch takes, such as the approval, denial, or investigation of claims.

What are the most commonly searched types of Insurance jobs in Milwaukee, WI?

The most popular types of Insurance jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Insurance Manager jobs?

Cities near Milwaukee, WI with the most Insurance Manager job openings:

Infographic showing various Insurance Manager job openings in Milwaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $81,576 per year, or $39.2 per hour.

Insurance SalesExecutive

R&R Insurance Services, Inc.

Waukesha, WI โ€ข On-site

Full-time

Medical, Dental, Vision, Retirement

Re-posted 6 days ago


Job description

Sales Executive โ€“ Unlock Your Potential at R&R Insurance Services

Whether youโ€™re experienced in Commercial Insurance, Employee Benefits, or Personal Linesโ€”or ready to break into the industry with the right tools and mentorshipโ€”this is your chance to build a successful career with one of the largest and most respected independent insurance agencies in the Midwest.

What Youโ€™ll Do:

  • Build and cultivate meaningful relationships with new prospects and referral sources, fostering long-term trust and credibility.
  • Drive business growth by prospecting, networking, and generating leads in your target market.
  • Deliver tailored, consultative insurance solutions that align with client needs and long-term goals.
  • Manage and expand your book of business with a focus on building sustainable, trust-based client relationships.
  • Develop and present customized insurance and risk management strategies for clients, collaborating with internal teams to ensure exceptional service delivery.
  • Represent R&R in the community as a trusted expert, enhancing the agencyโ€™s reputation and impact.

What Sets You Apart:

  • Proven track record in sales, business development, or client relationship roles, with a focus on exceeding targets.
  • Entrepreneurial mindset, high self-motivation, and drive to succeed.
  • Strong communication, presentation, and negotiation skills that enable you to build rapport and influence key decision-makers.
  • Ability to foster trust and create lasting relationships with clients from all walks of life.
  • Property & Casualty and/or Life & Health license preferred (or willingness to obtain).

Why Join R&R?

  • Join One of the Largest Independently Owned Agencies in the Midwest: Proudly serving the region since 1975, with deep local roots and nationwide reach.
  • Family-Led Leadership & Collaborative Team: Work within an award-winning environment that values innovation, accountability, and performance.
  • Elite Access to Top Carriers: Access to a range of top national and regional carriers, empowering you to offer the best solutions to clients.
  • Uncapped Earning Potential: Base salary plus commissionโ€”your success directly impacts your income.

  • Comprehensive Benefits: Medical, dental, vision, 401(k) with match, wellness programs, and more.
  • Career Development: Ongoing mentorship and growth opportunities in a culture focused on continuous improvement.
  • Recognized Excellence: We are a Top 100 Independent Agency in the U.S. and a Healthiest Employer of the Year.
  • Strong Core Values: Respect, trust, customer focus, and continuous growth guide everything we do.
  • Investing in Your Success: Reinvestment in the people, tools, and resources you need to succeed and advance in your career.

About R&R Insurance

R&R Insurance is proudly family-led, Midwest-rooted, and driven by a mission to deliver peace of mind through service, integrity, and expertise. Our award-winning team continues to grow because of our commitment to clientsโ€”and to each other.

Join the Knowledge Broker Team and take the next step in your career with R&R.

Apply today!