Partner, Investor & CPO
20+ years as a founder, operator, and investor
Steven Jaffe, Chief Platform Officer at Northwyn, is a serial founder, builder and investor who has spent more than two decades creating technology‑driven businesses. After a short stint as a mechanical design engineer, he began his entrepreneurial career in his twenties building a specialty apparel company that he scaled and sold by the age of 26. This blend of hands‑on experience and deep engineering knowledge informed his later ventures.
Steven went on to invest in and start many technology focused business ventures, and in 2017 took over Canada’s largest commercial real‑estate marketplace, Spacelist. There he guided the platform through a strategic pivot that broadened its focus from brokers to small‑business tenants and resulted in being acquired by a private equity firm in 2025. His investments in startups and real estate reflect a deep commitment to innovation and operational excellence.
At Northwyn he brings these experiences to the wellness sector, ensuring that clinics integrate scalable technology while preserving founder legacies. Guided by his belief that efficiency fuels empowerment, Steven continues to support emerging technology ventures and mentors founders who share his passion for purposeful innovation.