Senior Manager, AI Upskilling

Overview Senior Manager, AI Upskilling & Adoption at Venture for Canada (VFC). Join to lead AI education and adoption initiatives, design engaging learning experiences, and advance ethical, accessible, and innovation-driven AI use across Canada. We are a national non-profit equipping talent with entrepreneurial skills for a 21st-century economy shaped by rapid technological change. Hi, I’m Kathleen, VFC’s Senior Manager of People Operations. I’ll be guiding the recruitment for this role. Learn more about our hiring process on our Careers page. Role Summary This is a key role on a future-focused team: ideal for someone energized by demystifying technology, designing engaging learning experiences, and helping people and organizations use AI with confidence and clarity. You’ll lead VFC’s AI education and adoption portfolio—creating hands-on workshops and case studies, embedding AI skill-building into existing programs, and supporting small businesses as they explore practical, responsible use cases. You’ll collaborate with partners across the AI ecosystem to co-create learning resources and pilot projects nationally, while helping VFC staff deepen AI capabilities and integrate new tools into daily workflows. As a representative of VFC in national conversations about AI and the future of work, you’ll contribute to reports, case studies, and thought leadership that strengthen Canada’s capacity for ethical, accessible, and innovation-driven AI adoption. Responsibilities AI Upskilling & Program Integration Design and deliver AI learning modules, workshops, and hands-on activities for program participants. Embed AI upskilling into existing programs and curriculum activities. Explain AI concepts in clear, practical ways for non-technical audiences. Collect learner feedback and continuously improve training content. AI Adoption for Businesses, SMEs & Startups Identify and deploy practical AI use cases in business/ SME contexts via discovery sessions, workflow mapping, or pilot scoping. Create, run and scale AI adoption pilots in collaboration with partners. Support organizations in using AI tools responsibly and effectively. Balance experimentation with responsible AI practices. Partnership Development Build and maintain relationships with AI companies, labs, universities and innovation partners. Collaborate with partners to develop learning resources, workshops or pilot projects. Internal AI Training & Support Upskill VFC staff on AI use in their work in collaboration with the tech team. Support greater integration of AI tools in VFC’s infrastructure. Share best practices for responsible and ethical AI use. Content & Representation Support development of reports, case studies, and resources on AI upskilling and adoption in Canada. Represent the organization at events or discussions about AI education and the future of work. Role Requirements 3+ years of experience in a tech-related field, education, training, or a role involving digital or AI tools. Strong understanding of generative AI tools and their business applications. Experience in AI adoption, digital skills training, or helping others learn new technology. Experience designing learning materials, workshops, or adult/young professional training. Experience managing projects or partnerships across teams or organizations. Strong communication and facilitation skills; ability to explain complex ideas simply. Curiosity, creativity, and comfort in fast-changing environments. Ability to work independently and collaboratively across teams. Experience building automations (e.g., Zapier, n8n, Make, Airtable, HubSpot workflows). Experience creating or integrating AI tools using platforms like OpenAI, Claude, or similar LLMs. Strong project management skills with experience implementing pilots or tech-enabled projects. Ability to translate user research into functional prototypes. Must be legally authorized to work in Canada. Why Join Venture for Canada? We offer competitive salaries and robust benefits, including: Salary range: $85,000 – $105,000 Stipend for phone usage Comprehensive health benefits plan after 3 months; RRSP matching after 6 months Four weeks of paid vacation Summer hours May–Labour Day Additional summer office closures and holiday closures (Dec 25–Jan 1) Potential to work remotely within Canada up to 1 month annually Flexible work hours and remote work environment Funding to support home office setup Location: Virtual; home office must be within Canada. Start Date: Early 2026 Deadline to Apply: January 9, 2026 (applications reviewed on a rolling basis) Internal Job Level: M2 Diversity & Accessibility: Venture for Canada is dedicated to creating a workplace that fits your needs. We encourage applicants from all backgrounds and provide accommodations for accessibility. If you require accommodations, please contact us at Additionally, all employees play a role in protecting company and customer data by adhering to the VFC information security policies and procedures. Seniority level Mid-Senior level Employment type Full-time Job function Engineering and Information Technology Industries Non-profit Organizations #J-18808-Ljbffr