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Insurance Chief Executive Jobs (NOW HIRING)

Florida Association of Counties

Chief Executive Officer - Juvenile Welfare Board of Pinellas County, FL An opportunity to lead one ... Life Insurance * Tuition Reimbursement * Paid Leave * Comprehensive Executive Benefits Package ...

Acadia Healthcare

Chief Executive Officer

Nashville, TN · On-site

Overview Chief Executive Officer (CEO)Ascension Saint Thomas Behavioral Health HospitalNashville ... Medical, dental, and vision insurance tailored to executive needs * Acadia Healthcare 401(k) plan ...

Acadia Healthcare

Chief Executive Officer

Nashville, TN · On-site

Overview Chief Executive Officer (CEO) Ascension Saint Thomas Behavioral Health Hospital Nashville ... Medical, dental, and vision insurance tailored to executive needs * Acadia Healthcare 401(k) plan ...

Memorial Physician Practices

Life, accident, critical illness, hospital indemnity insurance, short- and long-term disability ... CEO/COO * Rehabilitation hospital experience preferred * Bachelor's Degree required, Master ...

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Insurance Chief Executive information

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$26.5K

$93.6K

$184K

How much do insurance chief executive jobs pay per year?

As of Sep 11, 2026, the average yearly pay for insurance chief executive in the United States is $93,552.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,000.00 and $120,500.00 per year, depending on experience, location, and employer.

What is the difference between Insurance Chief Executive vs Insurance Underwriter?

AspectInsurance Chief ExecutiveInsurance Underwriter
Required CredentialsTypically advanced degrees, leadership experience, industry certificationsRelevant licenses, certifications like CPCU, and specialized training
Work EnvironmentExecutive offices, strategic meetings, corporate settingsUnderwriting departments, risk assessment teams, office or remote
Employer & Industry UsageInsurance companies, large corporations, industry leadership rolesInsurance firms, underwriting agencies, risk management teams

The Insurance Chief Executive focuses on overall company strategy, leadership, and decision-making, while the Insurance Underwriter specializes in assessing risks and determining policy terms. Both roles are vital in the insurance industry but differ significantly in responsibilities and scope.

What cities are hiring for Insurance Chief Executive jobs?

Cities with the most Insurance Chief Executive job openings:

What are popular job titles related to Insurance Chief Executive jobs?

For Insurance Chief Executive jobs, the most frequently searched job titles are:

Chief Executive Officer

Milwaukee, WI • On-site

MRA Recruiting Services
See more jobs at MRA Recruiting Servicesexternal

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 13 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.
 

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