SaaS Longevity: How to Adapt in Tech Shifts and Customer Demands | AJ | 375

Futureproof Founder Podcast · Mar 31, 2026 · 48m

AJ, founder and CEO of Daylight — an award-winning, Mac-exclusive CRM — joins Jeff Mains to share one of the most quietly remarkable stories in SaaS: a decades-long journey from refugee to bootstrapped CEO.

AJ traces his path from arriving in Canada with nothing, to bartering his labor for computer access, to navigating the dot-com crash, multiple pivots, and a delicate transition from on-premise software to the cloud — all without outside funding. At the heart of his story is a deceptively simple framework: build strong systems, hire good people, and stay close to profitability.

This episode…