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Director- Strategic Projects
1 hour ago
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Director- Strategic Projects
Winnifred
Stewart is seeking a Director of Strategic Projects to join our dynamic,
results-oriented executive management team. This newly created role will shape
strategic priorities and lead complex initiatives that drive organizational
growth and innovation at a vital social service organizations that ensures
people with diverse abilities have a voice, choice and a place to belong for
their entire life.
What We Do
Winnifred Stewart walks alongside adults with intellectual disabilities,
amplifying their right to belong and fostering community inclusion. Our work is
grounded in inclusive decision-making, strong individual relationships, and the
courage to challenge conventional norms. We envision a future where individuals
with diverse abilities are empowered to express their voices, make choices, and
experience a lifelong sense of belonging.
What You Will Do
Reporting to the CEO, the Director of Strategic Projects is a senior leadership
role responsible for leading transformative initiatives that support Winnifred
Stewart's long-term sustainability, growth, and innovation. This role is ideal
for a seasoned professional with strong business acumen, strategic foresight,
and the ability to lead complex, cross-functional initiatives.
Key Areas of Focus
- Strategic
board engagement - Capital
planning and asset strategy - Service
growth through partnerships and mergers - Social
enterprise development, including scaling Joey & Friends Empties
(processing over 7 million bottles annually) - Development
of a workplan and prioritization framework
Responsibilities
Board Relations & Strategic
Reporting
- Serve
as a key liaison to the Board of Directors, providing strategic updates,
reports, and insights - Lead
the development of organizational reporting frameworks aligned with
strategic priorities and community impact
Asset Strategy & Capital Planning
- Develop
long-term asset strategies, including capital investments and lease
negotiations - Collaborate
with stakeholders to assess infrastructure needs and secure funding - Partner
with Finance on budgets, forecasts, and cost-benefit analyses
Growth & Expansion Strategy
- Develop
business cases for service expansion through partnerships, mergers, and
contract diversification - Conduct
market and stakeholder analysis to identify growth opportunities
Social Enterprise Development
- Support
strategic growth of Joey & Friends Empties - Identify
new revenue opportunities, efficiencies, and engagement strategies - Assess
opportunities to launch new mission-aligned social enterprises
Strategic Planning & Business
Strategy
- Oversee
implementation of approved strategic initiatives with clear milestones and
performance tracking - Prepare
materials for leadership and Board review (RFDs, capital proposals,
funding strategies, business plans) - Lead
and advise on mergers, service integration, and resource-sharing
initiatives - Foster
cross-departmental collaboration toward shared goals
The Ideal Candidate
You are a collaborative, inclusive leader with strong relationship-building
skills, sound judgment, and ethical leadership. You are highly organized,
results-focused, and comfortable managing multiple complex initiatives
simultaneously.
Required Skills & Competencies
- Strong
written and verbal communication - Senior
leadership and Board presentation experience - Strategic
and business planning - Project
and organizational management - KPI
development and performance measurement - Leadership
and people management - Change
management - Stakeholder
engagement - Analytical,
evidence-based decision-making
What You Bring
- Bachelor's
degree in business administration, commerce, public administration, or
related field - 7–10
years of progressive leadership experience in strategic planning, business
development and project management - Proven
success leading cross-functional initiatives - Experience
in capital planning, lease negotiations, and stakeholder engagement - Contract
management and legal consultation experience - Strong
financial and analytical skills - Experience
with social enterprise development or scaling - Not-for-profit
sector experience is an asset
Prerequisites
- Valid
driver's license, $2M liability insurance, and access to a personal
vehicle - Clear
police clearance (CRIM) within six months or ability to obtain - Valid
driver's abstract
Winnifred Stewart is an equal opportunity employer, committed to an inclusive and
safe work environment for people of all backgrounds.
Please visit our careers page to see more job opportunities