The room at TechExit.io Toronto 2025 was full of founders and Canada’s top tech-centric investment bankers, advisors and mentors who have lived the highs and lows of building in uncertain times. People like Allen Lau (Wattpad), Matt O’Leary (1Password), Rhiannon Davies (Sandpiper Ventures), Jeremy Shaki (Lighthouse Labs), and Kazi Ahmed (Carbon6), all sharing what really drives great outcomes in tech M&A. Over the course of the day, those conversations came alive. Canada’s leading investors, acquirers and entrepreneurs shared how they think about timing, trust and value creation when the stakes are highest.

The room at TechExit.io Toronto 2025 was full of founders and Canada’s top tech-centric investment bankers, advisors and mentors who have lived the highs and lows of building in uncertain times. People like Allen Lau (Wattpad), Matt O’Leary (1Password), Rhiannon Davies (Sandpiper Ventures), Jeremy Shaki (Lighthouse Labs), and Kazi Ahmed (Carbon6), all sharing what really drives great outcomes in tech M&A. Over the course of the day, those conversations came alive. Canada’s leading investors, acquirers and entrepreneurs shared how they think about timing, trust and value creation when the stakes are highest.

For founders, the real impact of a PE deal is felt long after the ink dries, on employees, customers, and your own personal identity. The valuation may look tidy on paper, but what happens next often determines whether you view the deal as a win or a regret. According to Narbe Alexandrian, Founder & CEO of Define Capital, founder readiness is just as important as company readiness. The key questions aren’t just about multiples or structure, they’re about vision, values, and what happens after you hand over control.

Buyers often believe the fastest way to capture synergies is through systems and processes. Debby warns that focusing there first is a recipe for disappointment. ERP migrations and reporting dashboards only work if the people behind them feel invested and supported. Even “small” changes, like switching email platforms, can trigger resentment if employees don’t trust leadership’s intentions. Larger changes, new reporting structures, shifts in decision-making authority, carry even greater risk.

This article explores how Laurie Schultz transformed Galvanize from a legacy audit software firm into a modern, SaaS-driven unicorn through smart culture shifts, disciplined execution, and strategic patience. Discover the exact strategies Laurie used to build momentum, the mindset she relied on when navigating exits, and how those 4 lessons can equip today’s founders to build exit-readiness from Day One.

Building a company takes focus. Exiting one demands a different kind of discipline. The shift from founder to wealth steward is about building the structure to handle whatever comes next. Markets turn. Opportunities appear and sometimes, the five Ds (death, disability, divorce, dispute, and distress) force decisions on someone else’s timeline. The founders who stay ahead are the ones who plan for change long before it arrives.

The path to a successful exit looks different in 2025. In the age of AI, building a strong engineering team or a slick feature set isn’t always enough. Valuations are shaped by what surrounds your product, distribution, data, trust, and deals are structured with new metrics and risks in mind. These five shifts offer a real-time snapshot of how tech M&A is evolving and what builders and buyers alike will need to know to stay ahead.

Copperleaf’s path to a $1B exit wasn’t easy (or typical). Under Judi Hess, with support from early backers like Pender Ventures, the team turned tough markets, early setbacks, and complex customer challenges into a foundation for long-term growth. Their story offers practical, lived experiences and insights for founders on building a business that’s truly exit-ready. Here’s how they did it and what you can apply to your own journey.

Greg Malpass didn’t set out to sell. He set out to solve customer problems and that mindset turned a solo consultancy into one of the largest Salesforce partners in the world, 1,100 employees, 1,800+ clients, and multiple product spinouts, culminating in a 2022 acquisition by Salesforce and a $100M+ exit for Traction Guest. Greg’s story is a case study of how exits aren’t events; they’re the result of continuous strategic choices. From customer-led growth to reclaiming product IP during acquisition, Greg built a company that was both resilient and highly acquirable.