Chief Executive Officer - Career Trek

Harris Leadership Strategies; Winnipeg; On-site; CAD 100,000 - 140,000; Full time

Job summary

A leading nonprofit organization in Manitoba seeks a Chief Executive Officer to provide visionary leadership as they expand their impact in youth career development. The successful candidate will navigate governance, foster strategic partnerships, and ensure robust financial management while championing inclusion and community empowerment.

Qualifications

• Seasoned leader with experience in nonprofit, education, or community development sectors.
• Familiar with governance best practices and Board collaboration.
• Committed to diversity, equity, inclusion and belonging.

Responsibilities

• Provide strategic leadership aligned with Career Trek's goals.
• Oversee financial management and compliance.
• Build partnerships with government and community organizations.

Skills

Strategic thinking

Relationship-building

Conflict resolution

Communication

Servant leadership

Education

Post secondary studies in Indigenous Studies, Public Administration, Business Administration, Education, Social Work, or Community Development

Job description

Career Trek is a not-for-profit organization committed to helping young people discover their potential, passion, and pathway to a meaningful career. Through hands-on learning, community partnerships, and a commitment to equity, the organization supports youth across Manitoba in gaining the confidence and skills they need to succeed. Working collaboratively to remove barriers to education, employment, and life-long learning opportunities through hands-on career exploration, mentorship, and workshops, Career Trek works closely with youth facing systemic barriers to inspire and recognize their potential.

The Opportunity

Reporting to the Board of the Directors, the Chief Executive Officer (CEO) will provide visionary, values-driven leadership to guide the organization through its next phase of growth. The CEO will be responsible for advancing the mission, leading a dedicated team, fostering strategic partnerships, and ensuring strong financial and operational management.

Key Responsibilities

• Provide strategic leadership to align programs and operations with Career Trek’s mission and long-term goals.
• Collaborate closely with the Board of Directors, serving as a key advisor and steward of governance practices.
• Foster a high-performing team, culture of respect and inclusivity, accountability, and professional development.
• Build and nurture partnerships with government agencies, educational institutions, donors, and community organizations.
• Lead fund development, including donor relations, proposal creation, and sustaining long-term funding sources.
• Oversee financial management, ensuring compliance, forecasting, internal controls, and multi-stream funding strategies.
• Establish and implement evaluation frameworks to monitor program outcomes and strategic effectiveness.
• Represent Career Trek with funders, government, partners, media, and sector leaders at conferences and sector events.
• Lead with cultural humility, demonstrating a commitment to reconciliation and Indigenous ways of knowing.
• Build meaningful relationships with Indigenous communities, including Elders and Knowledge Keepers.
• Ensure culturally safe, inclusive and respectful programming that supports Indigenous youth and families.
• Champion organizational visibility through advocacy, storytelling, and community engagement.

Selection Criteria

• Post secondary studies or equivalent training and experience in a relevant field (for example : Indigenous Studies, Public Administration, Business Administration, Education, Social Work, or Community Development).
• Seasoned leader with progressive experience, ideally within the nonprofit, education, or community development sectors.
• Familiarity with governance best practices and experience reporting to or working with a Board of Directors.
• Strong strategic thinking skills and a demonstrated ability to lead and manage complexity and change.
• Successful track record of financial and operational management, including oversight of budgets and reporting.
• Experience leading fund development strategies and working directly with donors and funders.
• Servant leader who coaches, mentors and develops people.
• Exceptional communication, influence, conflict resolution, and relationship-building skills.
• Demonstrated commitment to diversity, equity, inclusion and belonging.
• Experience partnering with Indigenous communities or organizations, knowledge of culture and traditions and sensitivity to culturally diverse populations, coupled with a passion for social justice and ability to build trust and respect.
• Foster an environment committed to continuous learning in Indigenous history, rights, leadership, and community building.

To apply in confidence for this opportunity, please send an updated resume and cover letter quoting project #25127.

Seniority level

Seniority level

Executive

Employment type

Employment type

Full-time

Job function

Job function

Business Development and Sales

Business Consulting and Services

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