Senior Manager, AI Upskilling & Adoption

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 non-profit and 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 for systemic social change by empowering individuals to create a more prosperous, inclusive, and innovative society.

I’m Kathleen, VFC’s Senior Manager of People Operations, and I’ll be guiding the recruitment for this role. Since joining in 2019, I’ve watched our team grow from 9 to 30+ mission-driven colleagues, and we’re thrilled to be expanding again. To learn more about our hiring process and workplace philosophy, visit our Careers page here.

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About the Senior Manager, AI Upskilling & Adoption:

This is a key role on a future-focused team: perfect for someone who’s energized by demystifying technology, loves designing engaging learning experiences, and takes pride in 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 work closely with partners across the AI ecosystem to co-create learning resources and pilot projects nationally, while also helping VFC staff deepen their own AI capabilities and integrate new tools into daily workflows. And 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.

Role Responsibilities:

AI Upskilling & Program Integration

• Design and deliver AI learning modules, workshops, and hands-on activities for program participants.
• Embed AI upskilling and skill-building into existing programs and curriculum activities.
• Explain AI concepts in clear, practical ways for people without technical backgrounds.
• Collect feedback from learners and continuously improve training content.

AI Adoption for Businesses, SMEs & Startups

• Identify and be able to deploy practical AI use cases in business and SME contexts, through discovery sessions, simple workflow mapping, or pilot scoping.
• Create, run and scale AI adoption pilots in collaboration with partner organizations.
• Support organizations in using AI tools responsibly and effectively.
• Ensure a balance of experimentation with responsible AI practices.

Partnership Development

• Build and maintain relationships with AI companies, labs, universities and innovation partners.
• Work with partners to develop learning resources, workshops or pilot projects.

Collaborate on Internal AI Training & Support

• Work with our tech team to continue to upskill VFC staff on the use of AI in their work.
• Collaborate with our tech team in 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.
• A strong understanding of generative AI tools and how they can be used in business contexts.
• Previous AI consulting experience is considered an asset.
• Experience in AI adoption, digital skills training, or helping others learn new technology.
• Experience designing learning materials, workshops, or training for adults or young professionals.
• Experience managing projects or partnerships across teams or organizations.
• Strong communication and facilitation skills, with the ability to explain complex ideas simply.
• Curiosity, creativity, and comfort working in a fast-changing environment.
• Ability to work independently and collaboratively across teams.
• Demonstrated experience building automations (e.g., Zapier, n8n, Make, Airtable, HubSpot workflows).
• Experience creating or integrating AI tools or agents using platforms like ChatGPT, Claude and Gemini, or similar LLM systems.
• 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 of service and RRSP matching after 6 months of service
• Four weeks of paid vacation
• Summer hours from May to Labour Day
• Additional summer office closures, holiday closures (Dec 25–Jan 1)
• Potential to work out of the country/province for up to 1 month annually
• Flexible work hours and a remote work environment
• Professional development funding
• Funding to support the setup of your home office

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

Commitment to Diversity and 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 kathleen@ventureforcanada.ca.

Additionally, all employees play a role in protecting company and customer data by adhering to the VFC information security policies and procedures.