Chief Executive Officer

MRA Recruiting Services

Milwaukee (WI)

On-site

USD 180,000 - 260,000

Full time

14 days+
Application generator

Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.

Get past ATS filters

Benefits offered by this job

Health, vision, dental, life insurance
Paid time off & holidays
Retirement contribution

Job summary

WRTP | BIG STEP is seeking a Chief Executive Officer to lead a fifty-year-old workforce development organization in Milwaukee, WI. The CEO will drive strategy, fundraising, and external relations while stewarding finances and organizational performance.

The leader will engage with staff, the Board, employers, labor, government bodies, and communities to advance workforce development and economic mobility across Wisconsin and beyond.

Qualifications

  • 5-7+ years of progressive executive leadership in a mission-driven environment.
  • Proven ability to lead 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.
  • Ability to navigate diverse perspectives and build common ground across stakeholders.
  • Bachelor's degree or equivalent combination; advanced degree preferred.

Responsibilities

  • Provide overall leadership for organizational strategy and execution.
  • Lead staff, culture, and performance.
  • Oversee financial stewardship, budgeting, and sustainability.
  • Drive fundraising, grants, foundations, and revenue development.
  • Foster Board partnership and governance.
  • Build relationships with employers, labor, education, government, and communities.
  • Represent WRTP | BIG STEP publicly and with credibility.
  • Create clarity, alignment, and momentum for the organization's next chapter.

Skills

Executive leadership
Change management
Financial management
Fundraising
Board governance
Public speaking
Stakeholder engagement

Education

Bachelor's degree
Advanced degree preferred

Job description

Position: Chief Executive Officer

Location: Milwaukee, Wisconsin

Company: WRTP | BIG STEP

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.

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Chief Executive Officer
Chief Executive Officer

MRA-The Management Association • City of Pewaukee (WI)

On-site
USD 180,000 - 320,000
Health insurance
Vision & dental
Retirement contribution
+3
Chief Executive Officer
Chief Executive Officer

WRTP | BIG STEP • Milwaukee (WI)

On-site
USD 150,000 - 250,000
Health insurance
Retirement plan
Paid time off
CEO, Workforce Development & Strategic Growth
CEO, Workforce Development & Strategic Growth

MRA Recruiting Services • Milwaukee (WI)

On-site
USD 180,000 - 260,000
Health, vision, dental, life insurance
Paid time off & holidays
Retirement contribution
CEO: Workforce & Economic Mobility Leader
CEO: Workforce & Economic Mobility Leader

MRA-The Management Association • City of Pewaukee (WI)

On-site
USD 180,000 - 320,000
Health insurance
Vision & dental
Retirement contribution
+3
CEO: Lead Workforce Innovation & Economic Mobility
CEO: Lead Workforce Innovation & Economic Mobility

WRTP | BIG STEP • Milwaukee (WI)

On-site
USD 150,000 - 250,000
Health insurance
Retirement plan
Paid time off
Finance Director
Finance Director

WRTP|BIG STEP • Milwaukee (WI)

On-site
USD 85,000 - 95,000
Health insurance
Dental & Vision Insurance
Life & AD&D Insurance
+3
President / CEO
President / CEO

Sustainable World, Inc. • Northern (KY)

Hybrid
USD 170,000 - 190,000
Employer-sponsored benefits
Paid leave
General Manager
General Manager

City Wide Facility Solutions • Kenosha (WI)

On-site
USD 110,000 - 200,000
Health Care Plan (Medical, Dental & Vision)
Retirement Plan (401k) with 4% Company Match
Monthly Auto Allowance
+2
Executive Director, Regional Employment
Executive Director, Regional Employment

Carthage College • Kenosha (WI)

On-site
USD 90,000 - 120,000
Executive Director, Regional Employment
Executive Director, Regional Employment

carthage • Kenosha (WI)

On-site
USD 120,000 - 180,000