Ep. 36 - Bootstrapping a Billion-Dollar Underdog with Mike Wessinger

In this episode, Fahd sits down with Mike Wessinger, founder and Executive Chairman of PointClickCare, to explore his journey from installing desktop computers in nursing homes to building one of Canada's most valuable tech companies. Mike shares how a firsthand look at an industry still running on paper charts and binders led him and his brothers to bet on cloud-based software before "cloud" was even a word, taking on Goliaths in one of the most regulated industries in tech.From bootstrapping through the early days of hand-to-hand sales to de-risking adoption for an industry that couldn't afford to gamble, Mike discusses what it really takes for a David to survive long enough to win over an entire sector. He also shares insights on leadership, resetting culture through hypergrowth, and how PointClickCare has stayed nimble and innovative even after becoming the Goliath itself.