Emily Castles is Co-Founder and CPTO of Boundless, the global Employer of Record platform that has helped hundreds of companies hire internationally without the complexity. Since founding Boundless in 2019, Emily has sat at the intersection of employment law, distributed work, and product – building infrastructure that lets companies grow across borders compliantly. Boundless was acquired by Payoneer in 2026, where Emily now leads Workforce Management Product.
With AI reshaping how companies hire, onboard, and manage global teams, Emily has been exploring what that shift means in practice: where automation genuinely reduces friction in cross-border employment, where it introduces new compliance risk, and how HR and legal teams can work with AI tools without getting burned. She brings a founder’s pragmatism to these questions, focused on what actually works at scale, not what’s theoretically possible.