Generation Digital sponsors Asana Work Innovation Summit New York and accelerates Canada expansion with new Head of North America

From New York to North America

Last week, Generation Digital proudly sponsored Asana’s Work Innovation Summit (WIS) North America in New York. The event gathered leaders exploring how AI, governance, and work management platforms are redefining the future of work.

We were there to show what “useful AI” looks like in practice. For us, it means measurable improvement, safe automation, and human-centred systems that help teams deliver better outcomes.

That focus now extends across Canada, where we’re strengthening our presence under the leadership of James Tyer, our new Head of North America.

Helping Canadian organisations adopt AI safely, securely, and at scale

Across Canada, enterprise leaders are accelerating AI adoption, but they want to do it safely and with purpose. Our role is to make that possible.

We help Canadian organisations align AI usage with local legislation, governance frameworks, and enterprise standards. Whether it’s automating reporting in Asana, integrating AI insights into Notion, or enabling secure collaboration through Miro, our work ensures clarity, compliance, and control from day one.

Our Pathway to AI Success service gives every client a blueprint and roadmap for implementation. It’s a structured approach that defines where AI adds real value, builds confidence in data handling and permissions, and ensures every automation has accountability behind it.

This is how we make AI both useful and safe, and how we turn good intentions into tangible results.

Trusted by leading North American organisations

We work with a growing network of organisations across Canada and the United States, helping them bring clarity, security, and intelligence to everyday work.

Our engagements span multiple sectors, including retail, healthcare, financial services, media, security, and automotive. We partner with recognised brands such as Metro, GardaWorld, Crisis24, Nesto, CA Auto, and others under confidentiality.

Each collaboration focuses on turning complex operations into structured, outcome-driven systems, using tools like Asana, Miro, and Notion to connect strategy, governance, and delivery.

Our work with these teams shows how responsible AI and modern work platforms can drive measurable efficiency without compromising data protection or compliance.

Canada expansion and new leadership

To deepen our North American capability, James Tyer joins Generation Digital as Head of North America. A former Microsoft leader, James brings practical experience across the microsoft product range, including Copilot, and enterprise collaboration in Canada.

James Tyer joins Generation Digital to lead North America.

“WIS North America showcased the shift from AI experiments to accountable delivery,” said Graham Mackay, Chief Executive Officer at Generation Digital. “James strengthens our capacity to help Canadian organisations adopt practical AI and modern work systems with confidence.”

“Canada has a vibrant enterprise ecosystem that wants AI to be useful, secure, and measurable,” said James Tyer, Head of North America. “After four years at Microsoft, including work with the Copilot team, I’ve seen what works in enterprise environments. At Generation Digital, my focus is helping Canadian organisations get real outcomes with best-in-class workplace AI tools from Asana, Notion, and Miro.”

The Pathway to AI Success

Our Pathway to AI Success helps organisations move from AI ideas to measurable results with structure, governance, and confidence. It’s a practical five-stage framework—Blueprint, Onboarding, Adoption, Growth, and Support—built around Asana, Miro, Notion, and Glean. Each stage ensures AI is deployed safely, aligned with Canadian data protection and AI legislation, and integrated into existing ways of working. From mapping opportunities and setting governance standards to embedding automation and maintaining compliance, the pathway gives leaders a clear, responsible route to scale AI with confidence.

Continue the conversation

If you joined us at WIS New York, thank you. If we missed each other, we would still like to connect!

Contact our team to discuss Canadian engagements, regional pilots, or enterprise rollouts.