2026 Toronto CIO Community Inner Circle

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Collaborate with your peers

Join Toronto's top CIOs for an intimate networking dinner and facilitated discussion on key business challenges. Enjoy a relaxed evening of dinner and drinks with your peers to share best practices, make new connections and build professional relationships.

Join your peers to discuss the most critical issues impacting CIOs today:

Enabling innovation and productivity through human-AI collaboration

Adapting vendor strategies to meet changing enterprise demands

Empowering organizational transformation with effective change leadership

Governing Body Co-Chairs

Dave Aeri

Shoptravel Group
CTO & CIO

Mike Baxter

Kijiji
CTO

Cecilia Carbonelli

Haventree Bank
CIO

Agenda

September 24, 2026

4:30pm - 5:30pm Executive Networking Reception

5:30pm - 6:30pm Discussion Topics

Navigating the New Era of Collaboration and Change

Marjan Anwar Khan

Chief Technology Officer

Canada Goose

Glenn Dekhayser

Global Principal Technologist

Equinix

James Boyle

VP, Analyst

Gartner, Inc.

As AI agents and digital copilots become part of daily work, CIOs face a pivotal inflection point: building a culture where humans and AI not only coexist but collectively drive innovation and value. This shift requires more than technical integration, it calls for reimagining roles and workflows while strengthening executive resilience in the face of uncertainty.

CIOs must balance the promise of AI with the pace of change and increasing volatility, ensuring employees feel empowered, not displaced, and that workflows are intuitive and that agents are secure and governed. At the same time, leaders must navigate evolving platform and vendor ecosystems, budget constraints, and the ongoing build, buy, or blend debate.

Discussion Questions:

How are executives adapting and building resilience to navigate the uncertainties associated with AI?
How are you supporting teams in human-AI collaboration?
What change management strategies have worked best for you?
How do you approach vendor risk and build, buy, or blend decisions?

6:30pm - 7:00pm Networking Break

7:00pm - 8:00pm Summary Discussion & Dinner

8:00pm - 9:00pm Social Hour

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Each application is carefully vetted to ensure members meet established criteria, preserving the quality of the network and enabling meaningful, peer‑level discussions among leaders from the world’s leading organizations.

Once you submit your application, a Community Program Manager will schedule a conversation to understand your priorities and interests and complete onboarding, including access to year‑round community events.

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Community Member Criteria

To maintain the highest standard of peer‑level connections and discussions, members must meet the following criteria:

• Enterprise-wide C-Level or

• Business unit or regional C-Level responsible for:

- Private sector: $500M+ in revenue

- Public sector: 1,000+ employees

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Location

Venue

Archeo

More Information

Public parking information available at https://www.thedistillerydistrict.com/faq/

Your Community Sponsors

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Community Program Manager

For inquiries related to this community, please reach out to your dedicated contact.

Rachel Van Duyne

Community Program Manager

rachel.vanduyne@gartner.com