Employment Hero, the global AI-powered employment platform, has appointed Chris Pinkerton as Managing Director for Canada, effective immediately. The announcement was made on June 25, 2026, from Toronto.
Pinkerton's Role and Responsibilities
In his new role, Pinkerton will lead Employment Hero's Canadian business, overseeing growth strategy, market expansion, and efforts to help small and medium-sized businesses simplify employment, payroll, HR, and workforce management through the company's AI-powered Employment Operating System.
Extensive Experience in Technology Growth
Pinkerton brings more than two decades of experience scaling technology companies and entering new markets. Most recently, he served as Chief Growth Officer at Flybits, where he led global expansion and go-to-market strategy across the Americas, EMEA, and APAC. Prior to Flybits, he held senior leadership roles at Clearco and GetintheLoop, building high-growth technology businesses and strategic partnerships. He currently serves as Chair of Accelerate Okanagan, one of Canada's leading technology accelerators.
Strategic Vision for Canadian Businesses
“Canadian businesses are being asked to do more with less while navigating economic uncertainty, changing workforce expectations and increasing operational complexity. The opportunity isn't just to keep up with change – it's to build businesses that are more productive, resilient and ready for growth,” said Chris Pinkerton. “Employment Hero is helping employers simplify the way they hire, manage and pay their people, giving them more time to focus on what matters most. I'm excited to help more Canadian businesses unlock that potential and grow with confidence.”
Employment Hero's Expansion in Canada
Pinkerton's appointment comes as Employment Hero continues to expand its presence in Canada, helping businesses streamline employment, payroll, HR, and workforce management through its AI-powered Employment Operating System. The platform serves over 350,000 businesses and manages more than 2.5 million employees worldwide, reducing administrative burdens by up to 80%.
Employment Hero is the global authority on employment, offering a world-leading Employment Operating System that simplifies and optimizes every stage of the employment process. Its award-winning platform combines HR, payroll, recruitment, and employee engagement tools with the groundbreaking employment superapp, EH Work, which integrates career management and financial wellbeing.
