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Insurance Executive Jobs in Milwaukee, WI (NOW HIRING)

BWO Insurance

Account Executive

Oak Creek, WI · On-site

Insurance Account Executive As an Insurance Account Executive , you'll serve as a trusted advisor ... and the primary point of contact for clients seeking personal or commercial insurance solutions. In ...

KHS USA INC

Executive Assistant

Waukesha, WI · On-site

The Executive Assistant (EA) is responsible for managing administrative support for the Board of ... Medical, Dental, Vision insurance offered at 30 days of employment * Generous Educational ...

A.O. Smith

Executive Assistant

Milwaukee, WI

The position focuses on seamless executive coordination and readiness, project support ... life insurance, retirement security savings plan, short- and long-term disability programs and ...

ND Paper

Executive Assistant

Sturtevant, WI · On-site

Job Title: Executive Assistant Department: Administration Reports to: Director of HR Location ... Medical, dental, and vision insurance as well as voluntary benefits such as accident insurance ...

stcam

Executive Assistant

Wauwatosa, WI · On-site

Executive Assistant Join a Mission-Driven Community Where Your Work Truly Matters At St. Camillus ... Valid driver's license, current vehicle insurance, and a driving record compliant with the St.

stcam

Executive Assistant

Wauwatosa, WI · On-site

Executive Assistant Join a Mission-Driven Community Where Your Work Truly Matters At St. Camillus ... Valid driver's license, current vehicle insurance, and a driving record compliant with the St.

Harley-Davidson

Executive Assistant

Milwaukee, WI · On-site

$72K - $108K/yr

Executive Assistant Job Function: Administrative Services Location: JUNEAU Workplace Category ... health insurance benefits, a 401k program, onsite fitness centers and employee stores, employee ...

Harley-Davidson

Executive Assistant

Milwaukee, WI · On-site

$72K - $108K/yr

Executive Assistant Job Function: Administrative Services Location: JUNEAU Workplace Category ... health insurance benefits, a 401k program, onsite fitness centers and employee stores, employee ...

Harley-Davidson

Executive Assistant

Milwaukee, WI

$72K - $108K/yr

Executive Assistant Job Function: Administrative Services Location: JUNEAU Workplace Category ... health insurance benefits, a 401k program, onsite fitness centers and employee stores, employee ...

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All JobsInsurance JobsInsurance Executive JobsInsurance Executive Jobs in Milwaukee, WI

Insurance Executive information

See Milwaukee, WI salary details

$10.8K

$99.9K

How much do insurance executive jobs pay per year?

As of Aug 9, 2026, the average yearly pay for insurance executive in Milwaukee, WI is $98,438.00, according to ZipRecruiter salary data. Most workers in this role earn between $98,400.00 and $98,400.00 per year, depending on experience, location, and employer.

What does an insurance executive do?

The responsibilities of an insurance executive, also known as an insurance broker or insurance account executive, include understanding insurance laws, ensuring companies are abiding by all regulations, providing excellent customer service to the clients of insurance companies, and selling them the most suitable policies. As an insurance executive, you work with the legal department to stay updated on government regulations, assist with mergers and each business acquisition, provide presentations to each new client, and set and achieve sales targets. Other duties include managing the budget and profit/loss margins. You also determine each customer’s needs, for both businesses and individuals, and advise the best insurance policy for their unique situation. This position requires traveling to visit clients.

What are some common challenges faced by insurance executives when leading cross-functional teams?

Insurance Executives often oversee teams that include underwriting, claims, sales, and compliance professionals, which can present challenges in aligning diverse priorities and communication styles. Successfully managing these teams requires strong leadership skills, the ability to resolve conflicts, and a focus on fostering collaboration to achieve shared business goals. Regularly facilitating clear communication and setting unified objectives are essential practices, helping to ensure all departments work cohesively toward company growth and client satisfaction.

What is the role of an insurance executive?

An insurance executive oversees the strategic direction and management of an insurance company or department. They are responsible for setting policies, managing teams, analyzing market trends, and ensuring profitability, often requiring strong leadership, industry knowledge, and relevant certifications. Their role involves decision-making to grow the business and maintain regulatory compliance.

What is the difference between Insurance Executive vs Insurance Agent?

AspectInsurance ExecutiveInsurance Agent
CredentialsTypically requires industry experience, possibly advanced certificationsRequires licensing and certification specific to insurance products
Work EnvironmentCorporate offices, management roles, strategic planningFieldwork, client meetings, sales-focused environment
Employer & Industry UsageInsurance companies, corporate sectorsIndependent agencies, insurance firms, brokers
Common Search & ComparisonHigh-level management, strategic rolesSales, customer service, client acquisition

Insurance Executives focus on strategic management and overseeing company operations, often requiring extensive industry experience. Insurance Agents primarily handle client interactions, sales, and policy sales, requiring licensing. While both roles are vital in the insurance industry, they differ significantly in responsibilities, work environment, and career focus.

What does an insurance executive do?

An Insurance Executive is a high-level professional responsible for overseeing the operations, strategy, and growth of an insurance company or department. Their duties often include managing teams, developing business strategies, ensuring compliance with industry regulations, and maintaining relationships with key clients or partners. Insurance Executives play a critical role in decision-making, risk management, and driving profitability within their organizations. They may also be involved in product development and market analysis to ensure their company remains competitive.

What are the key skills and qualifications needed to thrive as an insurance executive, and why are they important?

To thrive as an Insurance Executive, you need a deep understanding of insurance products, risk assessment, regulatory compliance, and business management, typically backed by a bachelor’s degree in business, finance, or a related field. Familiarity with CRM systems, data analytics tools, and relevant certifications such as Chartered Property Casualty Underwriter (CPCU) or Certified Insurance Counselor (CIC) is highly valuable. Exceptional leadership, negotiation, and strategic communication skills distinguish top performers in this role. These competencies enable Insurance Executives to drive business growth, ensure regulatory adherence, and lead high-performing teams in a competitive industry.
More about Insurance Executive jobs
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 are popular job titles related to Insurance Executive jobs in Milwaukee, WI? For Insurance Executive jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Insurance Executive jobs in Milwaukee, WI look for? The top searched job categories for Insurance Executive jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Insurance Executive jobs? Cities near Milwaukee, WI with the most Insurance Executive job openings:
Insurance Executive jobs near you
Infographic showing various Insurance Executive job openings in Milwaukee, WI as of August 2026, with employment types broken down into 71% Full Time, and 29% Part Time. Highlights an 100% In-person job distribution, with an average salary of $98,438 per year, or $47.3 per hour.

Insurance Sales Executive

R&R Insurance and Wealth Management

Waukesha, WI • On-site

Full-time

Medical, Dental, Vision, Retirement

Re-posted yesterday

Job description

Sales Executive - Unlock Your Potential at R&R Insurance Services
Whether you're experienced in Commercial Insurance, Employee Benefits, or Personal Lines-or ready to break into the industry with the right tools and mentorship-this is your chance to build a successful career with one of the largest and most respected independent insurance agencies in the Midwest.
What You'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 agency'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 commission-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 clients-and to each other.
Join the Knowledge Broker Team and take the next step in your career with R&R.
Apply today!
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.

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