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Chief Executive Officer

MRA-The Management Association
paid time off, paid holidays
United States, Wisconsin, Milwaukee
Aug 29, 2026
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
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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