Chief executive officer • mississauga on
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Services and Housing In the Province (SHIP) is a leading provider of supportive housing and community mental health services, recognized for its values-driven approach and strong community partnerships. The organization employs more than 500 staff, manages over 1,200 housing units, and delivers services to more than 5,000 individuals annually, operating at the intersection of housing, healthcare, and community services. With an annual operating budget approaching $80 million and a growing capital development portfolio, SHIP is expanding its housing and service footprint across West Toronto, Dufferin County, and the Regions of Peel and Waterloo. As SHIP advances its long-term growth strategy, the organization is seeking a strategic and mission-driven Chief, Health and Housing Services to join its senior leadership team.
The Position
Reporting to the CEO, the Chief, Health and Housing Services (CHHS) is responsible for the leadership, integration, and performance of all client-facing services across the organization. This includes supportive and congregate housing, clinical services, outreach, and crisis supports, forming a comprehensive continuum of housing and health services. This role is central to advancing SHIP’s next phase of growth. The CHHS will lead the evolution of service delivery toward a more integrated, regionally aligned model that supports consistency, scalability, and improved client outcomes. They will ensure that services are coordinated across programs and geographies, grounded in evidence-informed practice and trauma-informed care, and aligned with both organizational priorities and system expectations.
Working closely with the CEO and senior leadership team, the CHHS will translate strategy into operational execution, strengthening performance management, quality oversight, and organizational alignment. The role also includes advancing a more cohesive client experience across the service continuum, enhancing how individuals access, navigate, and transition through SHIP’s programs. Externally, the CHHS will build and sustain strong relationships with Ontario Health Teams, hospitals, municipalities, and community partners, contributing to the development of integrated care pathways and reinforcing SHIP’s role as a leader within the broader health and housing system.
This is a complex and high-impact executive role, requiring a leader who can guide organizational transformation while maintaining a strong focus on quality, accountability, and service excellence.
The Person
The ideal candidate is a strategic and collaborative healthcare leader with deep experience in community-based mental health, supportive housing, or a related sector. They bring a strong operational orientation, with demonstrated ability to lead integrated service delivery across complex, multi-stakeholder environments. They are comfortable leading through growth and change, with the ability to bring structure, clarity, and alignment across diverse programs and teams. The successful candidate will have experience overseeing clinical and service operations, advancing quality and performance frameworks, and working within publicly funded systems.
A graduate degree in a relevant health or social services discipline is preferred, along with progressive senior leadership experience. Equally important are strong interpersonal and leadership skills, sound judgment, and the ability to build trust across teams and partners. The CHHS will be aligned with SHIP’s values of Compassion, Hope, Inclusion, Respect, and Professionalism, and will be motivated by the opportunity to contribute to meaningful community impact.
This is an upcoming vacancy and the salary range for the position is $160,000 to $185,000, plus pay for performance, and a comprehensive benefits package including car allowance and RRSP program. Compensation will be determined based on experience.
To confidentially explore this opportunity, please email your resume, quoting the position title, to . An Executive Brief is available upon request.
