President & CEO - United Way

United Way Winnipeg (UWW), together with its donors, volunteers, and partners, exists to unite Winnipeggers from all walks of life around a shared purpose:
making Winnipeg a better place for everyone.
For nearly 60 years, United Way Winnipeg has inspired collective action, convened diverse voices, and invested in local solutions that tackle the root causes of poverty, inequity, and social exclusion.

Each year, thousands of Winnipeggers contribute their time, resources, and expertise to create lasting change.
United Way Winnipeg builds strong partnerships across the community, helping youth succeed, moving families from poverty to possibility, and supporting healthy people and thriving neighbourhoods.

As one of the largest and most trusted charities in Manitoba, United Way Winnipeg plays a critical leadership role in Winnipeg's social impact landscape.
With annual revenues exceeding $35 million, the organization's work extends well beyond the annual campaign.
United Way Winnipeg supports over 125 community-based agencies and programs through stable multi-year funding and capacity-building investments, while also driving systems change and social innovation through initiatives such as youth mental health hubs, For Every Family, and 211 Manitoba.

United Way Winnipeg is a volunteer-led organization, guided by a strong volunteer and intentional staff partnership model that is foundational to its structure and success.
Volunteers are engaged in every functional area of the organization, working alongside staff to ensure excellence, accountability, and impact.
The organization is powered by a committed Board of Trustees, hundreds of dedicated volunteers and a team of 80+ staff - all working together to create lasting change for Winnipeggers.
As a high-profile and deeply respected brand, United Way Winnipeg requires executive-level leadership to steward its resources, partnerships, and impact into the future.

The Opportunity

United Way Winnipeg is seeking a strategic, visionary, and community-rooted President & CEO - an inspirational and committed people leader to guide the next chapter in its proud legacy of service and systems change.
Reporting to the Board of Trustees, the CEO is responsible for realizing United Way Winnipeg's mission to improve lives and build community by engaging individuals and mobilizing collective action.

This is an exceptional opportunity to lead a trusted organization with deep civic roots and growing influence.
The CEO will build on United Way Winnipeg's strong foundation of public trust, operational excellence, and community engagement to drive systemic progress in the face of some of the city's most complex and urgent challenges.

Key Responsibilities

Vision and Strategy

• Champion a clear and compelling vision for United Way Winnipeg's future, aligned with its mission, values, and strategic priorities.
  Anticipate future risks and opportunities, and confidently articulate, lead and drive the organization's next phase of growth and impact.
  
• Provide strategic oversight and integration across all operational functions, including finance, technology, human resources, and marketing, to ensure alignment, efficiency, and maximum support for United Way Winnipeg's core business areas.
  
• Operationalize the strategic plan into actionable priorities and measurable deliverables, ensuring alignment across internal and external stakeholders through clear communication, progress tracking, and performance reporting.
  
• Provide leadership for United Way Winnipeg's community impact and revenue generation strategies in order to maximize the organization's positive impact in our community.
  

People & Culture

• Guide the organization's operations with a clear sense of purpose, ensuring strong alignment with strategy, sound stewardship of resources, and a healthy, inclusive culture built on trust, accountability, and growth.
  
• Lead a passionate, high-performing staff team through empowerment, development, and shared purpose.
  
• Foster a values-based organizational culture grounded in transparency, equity, and belonging.
  
• Support staff and volunteer alignment around strategic direction and operational priorities.
  

Community and Stakeholder Leadership

• Serve as a visible and trusted champion of United Way Winnipeg's mission and values, building strong, effective relationships with community leaders, donors, volunteers, and partner agencies to advance shared goals and drive lasting community impact.
  
• Lead United Way Winnipeg's commitment to Indigenous collaboration, building respectful relationships with Indigenous communities and advancing reconciliation through authentic partnership and action.
  
• Advance diversity, equity, inclusion, and accessibility (DEIA) across all aspects of the organization's work, fostering a culture of belonging and ensuring inclusive practices in governance, operations, and community engagement.
  
• Lead thoughtful, sustained investment in a network of front-line community-based agencies, to meet the needs of Winnipeggers, considering sector capacity building and continuous improvement.
  
• Bring together experts and cross-sector stakeholders to develop research and systems-based solutions to social challenges, empowered by philanthropy and government partnerships.
  

Revenue Growth and Strategic Partnerships

• Provide leadership in securing diverse and sustainable revenue streams through annual campaigns, corporate partnerships, and public-sector collaborations.
  
• Advance excellence in donor relations and stewardship.
  
• Build and steward strategic relationships across business, government, and community sectors to unlock new investment and growth opportunities.
  
• Expand traditional fundraising approaches by integrating government funding, grant-based programming, and innovative partnership and fundraising models.
  

Governance and Board Relations

• Foster a strong partnership with the Board, ensuring transparency, accountability, and collaborative governance.
  
• Provide timely, strategic advice, analysis, and reporting to the Board and its committees to support effective oversight and decision-making.
  
• Lead the implementation of Board-approved strategies and ensure compliance with governance policies and practices.
  

Candidate Profile

Experience and Background

• A minimum of 10 years in an executive leadership role, ideally in a complex, multi-stakeholder environment.
  
• Proven experience leading teams through organizational change, with the ability to foster alignment, resilience, and high-performance during periods of transformation.
  
• Brings strong financial acumen and operational expertise, with a proven ability to oversee budgeting and organizational performance, alongside effective leadership of human resource strategies, workforce development, and team capacity-building.
  
• Demonstra.