Matthew Cutler
Community Leader in Winnipeg, Manitoba, Canada
Matthew Cutler was appointed President and CEO of United Way Winnipeg in August 2025, bringing with him both a lifetime of grassroots community involvement and more than two decades of executive leadership in the public sector including roles at the Canadian Museum for Human Rights, in Manitoba's Public Service, and with the Toronto Public Service.
Having worked for and volunteered with many United Way agencies, he understands firsthand the vital role these organizations play in people’s lives and in building strong, caring neighborhoods. His graduate training in organizations and leadership theory, combined with his experience leading large teams and stewarding complex organizations, enables him to align strategy and vision with community needs.
At United Way Winnipeg, Matthew supports thousands of volunteers and more than 80 staff who work together to strengthen our city’s social safety net. His leadership is marked by heart, strategy, and integrity—anchored in a belief that lasting social change is achieved through inclusive collaboration, strong relationships, and a deep respect for community.
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Brief Version
Matthew Cutler became President and CEO of United Way Winnipeg in August 2025, bringing both grassroots community experience and over two decades of executive leadership. He is known for combining heart, strategy, and integrity to build partnerships that create lasting social change.
Short Version
Matthew Cutler was appointed President and CEO of United Way Winnipeg in August 2025. With more than 20 years of leadership in the public sector and a lifetime of grassroots community involvement, he brings both breadth of executive experience and a deep respect for community. Matthew has worked for and volunteered with many United Way agencies, led large teams, and built cross-sector partnerships that deliver impact at scale. Today he supports a team of thousands of volunteers and more than 80 staff who are working together to create a Winnipeg where everyone has pathways to heal, grow, and thrive.