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Insurance Executive Jobs in Milwaukee, WI (NOW HIRING)

Azura Memory Care

Executive Director

Fox Point, WI · On-site

... insurance 401 k with company match Tuition reimbursement and career growth opportunities Referral bonuses and more This is more than a job It is a chance to lead with purpose and leave a lasting ...

Novatech Inc.

Major Account Executive

Milwaukee, WI · On-site

Major Account Executive - Milwaukee, WisconsinJoin Novatech as a Major Account Executive Build ... Valid driver's license and access to a reliable, insured vehicle * Ability to commute to the ...

Novatech Inc.

Major Account Executive

Milwaukee, WI · On-site

Major Account Executive - Milwaukee, WisconsinJoin Novatech as a Major Account Executive Build ... Valid driver's license and access to a reliable, insured vehicle * Ability to commute to the ...

Novatech.net

Major Account Executive

Milwaukee, WI · On-site

Major Account Executive - Milwaukee, Wisconsin Join Novatech as a Major Account Executive Build ... Valid driver's license and access to a reliable, insured vehicle * Ability to commute to the ...

Thompson Safety, LLC

Account Executive

Brookfield, WI · On-site

$10K/mo

Observes and benchmarks other Account Executives to establish and replicate best practices.  ... Maintains a valid driver's license, auto insurance, and ability pass a drug and background check ...

The City Market

Executive Chef

Milwaukee, WI · On-site

$48K - $60K/yr

Ensure that the companies standards are upheld Our Executive Chef also makes sure that the kitchen ... 401K, Health Insurance and discounts on products See us on REAL Milwaukee: Or at: www ...

Novatech

Be Seen First

Account Executive

Milwaukee, WI · On-site

Join Novatech as a Sales Account Executive in Milwaukee, Wisconsin Empower Businesses. Drive Growth ... Valid driver's license and access to a reliable, insured vehicle * Willingness to commute to the ...

Ascension

Executive Assistant

Milwaukee, WI

Calendar & Logistics Management: Proactively manage complex executive calendars, travel ... Benefits Paid time off (PTO)Various health insurance options & wellness plansRetirement benefits ...

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All JobsInsurance JobsInsurance Executive JobsInsurance Executive Jobs in Milwaukee, WI

Insurance Executive information

See Milwaukee, WI salary details

$10.8K

$100K

How much do insurance executive jobs pay per year?

As of Sep 2, 2026, the average yearly pay for insurance executive in Milwaukee, WI is $98,524.00, according to ZipRecruiter salary data. Most workers in this role earn between $98,500.00 and $98,500.00 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 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.

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 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.

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 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $98,524 per year, or $47.4 per hour.

Chief Executive Officer

MRA Recruiting Services

Milwaukee, WI • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 4 days ago

Job description

Position: Chief Executive Officer
Location: Milwaukee, Wisconsin
Company: WRTP | BIG STEP
Chief Executive Officer
WRTP | BIG STEP | Milwaukee, Wisconsin
Lead a respected workforce institution into its next chapter.

WRTP | BIG STEP is seeking an accomplished, strategic, collaborative, and mission-driven Chief Executive Officer to lead an organization with a fifty-year history of connecting employers, labor, education, government, philanthropy, and communities to expand access to family-supporting careers and strengthen Wisconsin's workforce.
This is an opportunity for a leader who can build on a strong foundation while bringing clarity, alignment, and momentum to the organization's next chapter.
The Opportunity
Reporting to an engaged Board of Directors, the CEO will provide overall leadership for:
  • Organizational strategy and execution
  • Staff leadership, culture, and performance
  • Financial stewardship, budgeting, and sustainability
  • Fundraising, grants, foundations, and revenue development
  • Board partnership and governance
  • Employer, labor, education, government, philanthropic, and community relationships
  • Public representation and industry leadership

The CEO will be a highly visible ambassador for WRTP | BIG STEP, engaging regularly with staff, employers, labor leaders, funders, policymakers, government officials, community partners, and the public.
The Leader
The ideal candidate will bring:
  • 5–7+ years of progressive executive leadership experience in a complex, mission-driven environment
  • A record of leading people and organizations through change, growth, or transition
  • Strong financial, budgeting, and organizational management skills
  • Experience with fundraising, grants, foundations, government funding, or revenue development
  • Experience working effectively with a Board of Directors
  • Exceptional communication, public speaking, and relationship-building skills
  • The ability to navigate diverse perspectives and build common ground across stakeholders
  • Bachelor's degree or equivalent combination of education and professional experience; advanced degree preferred

Experience in workforce development, economic development, education, labor-management partnerships, skilled trades, manufacturing, public-sector workforce initiatives, philanthropy, or nonprofit leadership is strongly preferred.
Most importantly, WRTP | BIG STEP seeks a leader who combines strategic thinking with practical execution, executive presence with humility, and strong business judgment with a genuine passion for mission.
What Success Looks Like
The CEO will help create:
  • Clear strategic direction and organizational alignment
  • A confident, engaged, and accountable team
  • Strong financial sustainability and diversified revenue
  • Expanded philanthropic, government, corporate, and strategic partnerships
  • A strong Board/CEO partnership
  • Measurable workforce and economic mobility impact
  • Continued growth in WRTP | BIG STEP's statewide and national influence

Location & Travel
Milwaukee, Wisconsin | Approximately 10–20% travel, primarily throughout Wisconsin, including Madison and other statewide locations, with periodic national travel, including Washington, D.C.
Evening and occasional weekend commitments should be expected.
Benefits:
Health, vision, dental, life, short-term and long-term disability insurance, paid time off, paid holidays, and retirement contribution.
WRTP | BIG STEP is an equal opportunity and ADA-compliant employer.
 

We Make it Easy

Founded in 1901, MRA is a nonprofit employer association that serves more than 4,000 employers, covering more than one million employees.

As one of the largest employer associations in the nation, MRA helps its member organizations thrive by offering the most comprehensive assortment of HR services, information, education, and resources to help build successful workplaces and a powerful workforce.

We partner with these companies working directly with their HR department and leadership to hire their talent. We are a direct line to the company, not an agency recruiter.

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