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Toronto | The Great Trust Debate

An open, guided debate on trust in leadership, where members stress test ideas, challenge prevailing narratives, and confront the realities that rarely surface in internal meetings.
Event Location
Toronto
Event Date
October 21, 2026
to October 21, 2026
Event Time
6:00 pm
- 9:00 pm
About this event

Trust has become one of the most valuable and most fragile currencies in leadership. Leaders today are caught between competing demands: move faster, stay credible, remain human. Everyone is navigating it, but few have the space to challenge what they really think.

This session offers a rare forum to do just that.

An open, guided discussion where you can stress test your ideas, question prevailing narratives, and explore the uncomfortable realities that rarely make it into internal meetings. Together, we’ll examine how trust is built, tested, lost, and recovered across boards, teams, customers and culture and surface the tensions leaders rarely get to discuss openly.

Expect constructive disagreement, and a few devil’s-advocate moments designed to sharpen your perspective and build confidence leading through uncertainty. Expect a candid, off-the-record conversation on the realities of trust in leadership and a chance to voice what’s actually on your mind, without the corporate filter.

You don’t need to have all the answers, just a willingness to challenge assumptions and contribute to a trusted conversation amongst peers.

The Toronto skyline
Our speakers
This event has no speakers.
Key themes & discussion topics

Who people trust now – in a world shaped by AI and misinformation

Trust across generations – how it shifts by culture and leadership style

Technology’s impact on trust – strengthening it, or weakening human connection

What destroys trust fastest – and why it keeps happening inside organizations

Event agenda
01
Registration & networking

6:00-6:45 PM

02
Debate & discussion

6:45-7:45 PM

03
Dinner

7:45-8:45 PM

04
Event wrap-up, reflection & networking

8:45-9:00 PM

Why should you attend?

Challenge your assumptions – stress test your own thinking on trust in an off-the-record setting.

Examine what builds trust – explore whether transparency or decisiveness carries more weight.

Spot where trust breaks down – identify the fastest ways trust erodes inside organizations.

Build your confidence – leave better equipped to lead through uncertainty and low trust.

Event Organizer
Emily Osgood
Venue
Event Location Light
Toronto
Toronto
Canada
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