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Headway Search Group

Chief Executive Officer

canada / Posted
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Chief Executive Officer (CEO)

Canada | Remote


Headway Search Group is leading a national search for a Chief Executive Officer to guide a respected Canadian medical specialty association through its next phase of strategic execution, stakeholder alignment, and organizational leadership.


This is a consequential leadership mandate within a physician-led, member-based organization operating at the intersection of healthcare, advocacy, education, and research. The CEO will play a central role in advancing the voice and impact of a national clinical community while ensuring strong internal execution and alignment.


The organization has recently emerged from a meaningful period of renewal, with strengthened financial footing, improved member engagement, and modernized governance. The next CEO will build on this foundation, sustaining momentum on a multi-year strategic plan while expanding external influence and deepening relationships across a complex healthcare ecosystem.


The CEO will also support the organization’s broader medical and academic mandate, including engagement with national and international partners, affiliated foundations, and stewardship of a highly regarded peer-reviewed specialty journal that plays a key role in advancing clinical research and practice.


In this role, you will:

  • Provide enterprise leadership across strategy, operations, governance support, membership, communications, and core programming
  • Strengthen the effectiveness, clarity, and engagement of a distributed national team
  • Partner closely with a volunteer Board of physician leaders, ensuring strong reporting, alignment, and disciplined execution
  • Build productive relationships with members, committee and section leaders, academic stakeholders, foundation partners, and external collaborators
  • Advance the organization’s advocacy priorities within the Canadian healthcare system and broader policy landscape
  • Ensure the organization continues to deliver meaningful value to its members and remains a trusted voice within the medical community


The early mandate is clear:

  • Build trusted relationships quickly with the Board, staff, and key stakeholders
  • Develop a sharp understanding of the organization’s culture, operations, and strategic priorities
  • Reinforce communication norms and decision-making discipline
  • Sustain a strong, aligned team culture while supporting the next phase of organizational growth and impact


We are interested in speaking with leaders who bring:

  • Senior leadership experience in a complex, stakeholder-driven environment
  • Experience working closely with a Board and navigating the governance–management interface
  • Strength in financial stewardship, planning, and organizational leadership
  • A track record of building healthy, accountable, high-performing teams
  • The judgment and influence required to lead in a physician-led, volunteer-driven environment
  • Experience in healthcare, professional associations, academic institutions, or other mission-driven organizations is strongly preferred


This is a remote leadership role with some travel required for Board meetings, national events, and stakeholder engagement.