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MRA-The Management Association

Chief Executive Officer

city of pewaukee, WI

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Job description

JOB: 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

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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Who can apply

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