@TechTO

Canada's Most Connected Tech Community

Toronto
Joined April 2014
"AI has not eliminated the old playbook, but it has changed what is scarce. Speed and scale are abundant; judgment, trust, customer proximity, and uncomfortable work are not." - @matthimel at #TogetherToronto
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"If you're building in insurtech and it's not AI, don't bother raising. Not this year. Probably not next year either." - Christian Lassonde, Founding Managing Partner at Impression Ventures - $150M+ AUM, early backer of Wealthsimple.
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In 2015 @tksimpson was running Wave from a broom closet, on the phone with Silicon Valley Bank, asking them not to pull the debt keeping the company alive. Wave later sold for $537M. Here's what he told the room at TiEQuest 2026.
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He could have stayed on a beach after the exit. He started Courtyard instead. "Once you kind of have that entrepreneurial itch, it really doesn't go away."
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Two founders who actually built and sold consumer brands got on stage at Tech Week and disagreed about the one thing every founder is told to build right now: community. Here's what they said instead. 🧵
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The lesson under the argument: stop chasing the moat the internet tells you to chase. Find distribution. Let community show up on its own.
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"The problem is the problem. You can't pivot the problem. Focus on solving something different - not building something better." - Will Hsu, General Partner at Mucker Capital, backed Honey ($4B exit), ServiceTitan ($9B IPO), and AuditBoard ($3B) all outside Silicon Valley.
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