Project Manager Technology Operations Jobs in Ontario

If you're excited about building systems that empower others to lead and want to help shape Canada's next generation of entrepreneurial, AI-ready talent for the future of work, we'd love to hear from you!

Venture for Canada is a national registered charity equipping talent across Canada with the entrepreneurial skills, mindset, and opportunities to succeed in a 21st-century economy increasingly shaped by rapid change and emerging technology. We believe that to be entrepreneurial is to act upon opportunities to create value for others. The resourcefulness and creativity of people across Canada are essential to addressing our country's greatest challenges. Venture for Canada serves as a catalyst by empowering individuals to create a more prosperous, inclusive, and innovative society.

Since 2013, Venture for Canada has grown in meaningful ways, and we're excited to expand our team with values-aligned individuals who can contribute to what we're building. To learn more about our hiring process and workplace philosophy, visit our Careers page.

Role Overview

The Senior Manager, Technology Operations owns and evolves Venture for Canada's internal technology ecosystem, including SaaS systems, workflow automation, AI tooling, and cybersecurity. This is a high-ownership role for a technical operator who combines systems thinking, hands-on execution, and strong project management. You will design and build systems, lead organization-wide tool rollouts, and ensure technology is secure, reliable, and widely adopted across the team. You will manage Venture for Canada's IT Help Desk & CRM Coordinator, providing technical leadership and coaching while ensuring the organization receives responsive day-to-day IT support. This role is expected to serve as the senior technical resource for complex issues, balancing hands-on problem solving with building scalable systems, processes, and team capability over time.

Key Role Responsibilities

• Own and evolve Venture for Canada's technology strategy, SaaS ecosystem, vendor relationships, and long-term systems roadmap, advising senior leaders on technology investments that strengthen organizational effectiveness
• Define system architecture, standards, and documentation while proactively identifying gaps, risks and opportunities for improvement
• Design, build, and implement automations, integrations, AI-enabled workflows, and custom AI solutions that improve internal operations and program delivery, partnering with internal teams and external vendors where appropriate
• Lead cross-functional technology initiatives from planning through implementation, including stakeholder alignment, training, change management, and successful adoption
• Own cybersecurity across systems, including access controls, data protection, vendor risk, and incident response
• Provide senior technical leadership across Venture for Canada's technology environment, supporting complex organizational IT issues while ensuring reliable day-to-day operations through effective systems, documentation, and escalation processes
• Manage, coach, and develop the IT Help Desk & CRM Coordinator, creating a high-performing support function while balancing immediate organizational needs with longer-term capability building
• Partner closely with leaders across Programs, Marketing, Operations, Finance, and People to ensure technology investments align with organizational priorities and deliver meaningful business outcomes

Who You Are

• A strategic thinker who's equally comfortable rolling up your sleeves to solve technical challenges
• Able to balance immediate operational needs with long-term systems thinking and continuous improvement
• An experienced relationship builder who earns trust quickly and thrives leading work across multiple teams and functions
• A confident people leader who enjoys coaching others, developing capability, and creating clarity in complex environments
• Curious about emerging technology and energized by helping others confidently adopt new ways of working, including AI
• An excellent communicator and the ability to translate technical concepts for non-technical senior leaders
• Motivated by helping others succeed and committed to delivering thoughtful, user-centered technology solutions
• Comfortable navigating ambiguity and adapting quickly as organizational priorities evolve

What You Bring

• 6+ years of progressive experience in information technology, with at least 3 years in a senior IT leadership or strategic advisory role
• A Bachelor's degree in Computer Science, Information Systems, Information Technology, or a related field; equivalent professional experience considered in lieu of a degree
• Proven experience leading cross-functional technology implementations and system rollouts, including project management, stakeholder engagement, training, and change management
• Experience managing and improving modern SaaS ecosystems, including HubSpot administration, systems architecture, integrations, APIs, automation platforms, and data quality
• Experience applying AI tools, automations, and emerging technologies to improve organizational effectiveness. Experience building AI-enabled workflows or agents - or partnering with external technical specialists to deliver them - is considered a strong asset
• Strong technical foundation across organizational IT, including cybersecurity, identity and access management, SaaS administration, troubleshooting, and supporting non-technical users
• Demonstrated experience leading, coaching, and developing technical staff while building collaborative, service-oriented teams
• Experience acting as a trusted technical advisor to cross-functional teams, translating complex technology into practical, user-friendly solutions
• Experience supporting business tools such as Google Workspace, Slack, Zoom, Canva, HubSpot, learning management systems, survey platforms, and other cloud-based productivity tools

Job Details

The purpose of this job posting is to fill an existing vacancy. The anticipated start date is immediate.

Arrangement

Venture for Canada is a remote-first organization with offices based in Toronto and Vancouver. This is a remote position open to candidates across Canada. While all qualified applicants are encouraged to apply, preference may be given to candidates based in the Greater Toronto Area to support occasional in-person collaboration and team connection. Light in-person attendance of program-related events may be required.

Language Requirement

As a national organization serving communities across Canada, professional proficiency in written and spoken English is required. Proficiency in both English and French is considered a strong asset for this role.

Commitment to Diversity and Accessibility

Venture for Canada is dedicated to fostering an inclusive, equitable, and accessible workplace. We welcome and encourage applications from individuals of all backgrounds, experiences, and identities. Accommodations are available upon request for candidates participating in all stages of the recruitment and selection process. If you require an accommodation, please contact hiring@ventureforcanada.ca.

Applicant Notice

Venture for Canada may use artificial intelligence-enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our talent acquisition stakeholders. Only selected applicants will be contacted for an interview. In accordance with applicable laws, candidates who are interviewed will be notified of the hiring decision within 45 days of their final interview. Candidates must be legally authorized to work in Canada at the time of application; we are unable to provide employment sponsorship or support work permit applications for this position.