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Annual Dinner 2027: Dare to Win

Be in the room where connections are made, ideas are shared, and futures are built.

Presenting Partner:

Dare to Win

Metro Toronto Convention Centre – North Building – Constitution Hall

In Person

Join us for Toronto’s most anticipated business event — our 137th Annual Dinner on February 25, 2027.

This signature event convenes influential leaders and changemakers from across the Toronto Region business community to celebrate those who Dare to Win.

More than 1,000 executives, entrepreneurs, and visionaries will come together for an evening dedicated to meaningful connection, fresh perspective, and celebration. Meet forward-thinking peers, build enduring relationships, and celebrate the leadership shaping the next phase of growth across our region.

Toronto Talks

Toronto Talks is where the region's most influential voices take the stage, tackling the big issues and bold opportunities shaping the Toronto region’s future. From game-changing innovation to the next wave of economic growth, these conversations go beyond the headlines: sparking ideas, challenging perspectives, and setting the tone for what comes next.


Tracy Robinson, President & CEO, Canadian National Railway

Tracy Robinson


Tracy Robinson is President and Chief Executive Officer of Canadian National Railway (CN), a role she has held since February 2022. Before joining CN, she served as Executive Vice-President at TC Energy, President of Canadian Natural Gas Pipelines and President of Coastal GasLink. She previously spent 27 years at Canadian Pacific Railway, holding leadership positions across operations, finance, sales and marketing.


Jessica Tan, Executive Vice-President and President, Sun Life Canada

Jessica Tan

Jessica Tan is Executive Vice-President and President of Sun Life Canada, leading its insurance, wealth, asset management, and health businesses, serving 13 million Canadians. A transformative business and technology leader, she has earned global recognition from Forbes and Fortune and was named a Report on Business Best Executive in 2026. She brings extensive global experience across financial services, healthcare and technology, including 20 years in Asia and previous experience as co-CEO of Ping An.

Toronto Region Builder Award Partner

MAIN RECEPTION PARTNER

POST RECEPTION PARTNER

Satellite Stage Partner

Signature Experience Partner