Five Questions with Punchcard Managing Partner Sam Jenkins

Each month, CCI President Benjamin Bergen sits down with a CEO of an innovative Canadian company.

Sam Jenkins, Managing Partner of Punchcard, joined Benjamin for a conversation about the future of mid-market innovation, the role of custom software in driving transformation, and the policies Canada needs to stay competitive in the digital age.

Sam traced Punchcard’s journey from a two-founder startup to a 60-person team that has worked with more than 150 organizations across North America. He explained why outcomes matter more than outputs, how AI is reshaping their approach to product development, and why speed and experimentation are critical if Canadian companies are going to compete globally.

They also discussed how procurement, digital infrastructure, and data sovereignty are as important to our economy as physical infrastructure—and why Canada must move faster to fund, staff, and build what comes next.

Plenty of lessons here on momentum, clarity, and the urgency of building in Canada.