Event category: Plenary
Events
February 19, 2026 , 2026
08:25 AM - 08:50 AM
Exit Like a Pro: Lessons from Software M&A Trenches
Selling a tech company isn’t a single event, but rather it’s a process that starts at least 24 months before going to market. This session breaks down the key steps founders can take to maximize valuation, avoid common pitfalls, and understand deal structures that could materially affect their outcomes. Drawing from real-world software acquisitions, Founder & CEO of Define Capital, highlights what separates smooth, value-driving exits from painful ones.
08:15 AM - 08:25 AM
Welcome Remarks by Conference Chair
Kick off the day with opening insights from Jack Newton, Founder and CEO of Clio, and a long-time champion of Canadian tech growth and scale.
October 21, 2025 , 2025
04:30 PM - 04:35 PM
Closing Remarks
Our Conference Chair wraps up the day with key takeaways, final insights, and a look ahead to what’s next for the tech M&A community.
03:50 PM - 04:30 PM
Deals, Drama & The Ones That Got Away: Behind the Curtain of Big Tech M&A
No buzzwords. No fluff. Just real, unfiltered M&A war stories from the people who lived them. This no-holds-barred buyer panel brings together senior acquisition leaders to debate the unpredictable psychology behind tech exits. From walking away from Google to choosing a smaller deal over a higher offer (on purpose!), these insiders reveal how pricing, optionality, and timing shape the fate of a deal. Expect disagreements, founder drama, and a healthy dose of “what the hell just happened?”
What You Will Learn:
- Real-world decision-making in big tech M&A
- How buyer psychology impacts outcomes
- Stories of near-misses and “walk away” moments
- Red flags buyers watch for that founders miss
09:30 AM - 10:00 AM
A Tale of Two Exits
It was the best of times and the worst of times. In this honest and no-BS conversation, two founders open up about their exit stories- the good, the gritty, and the stuff no one tells you about. They’ll share what those moments taught them not just as entrepreneurs, but as people. We’ll get into what it feels like to let go, and how the experience is shaping what they build next. This is the kind of founder-to-founder take home wisdom you will want in your back pocket.
What You Will Learn:
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- Personal insights from two contrasting exits
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- Emotional and operational challenges in selling
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- How exits change founders’ futures
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- What they’d do differently (and why)
01:30 PM - 02:00 PM
Third Time’s the Charm: The Founder Who Pitched His Own Exit
Some founders wait for buyers to knock. Jeremy Shaki went out and pitched. After two failed M&A attempts, the founder of Lighthouse Labs took matters into his own hands—crafting the pitch, finding the buyers, and ultimately driving the deal himself. In this candid fireside chat, Jeremy shares the unfiltered journey of engineering his own exit: the grit, the hustle, and the lessons learned along the way – including the subsequent bankruptcy of the acquiring / parent company after the sale.
From near-misses to momentum, this session pulls back the curtain on what it really takes to make a deal happen when the market isn’t handing you one on a silver platter.