People & Culture Director (AI)

TL;DR

People & Culture Director (HR): Leading a globally distributed team of HRBPs and People Operations specialists to enhance employee experience with an accent on AI-powered workflows and operational precision. Focus on integrating AI tools into HR processes, managing compliance across multiple jurisdictions, and coaching HR professionals.

Location: Hybrid/Remote; preferred candidate should be based in the Greater Toronto Area, Canada, working in hours that align to ET

Company

A digital product agency focused on agentic delivery and AI strategic upskilling for international brands.

What you will do

• Lead, coach, and develop a global team of HR professionals, ensuring AI handles repeatable tasks while humans own judgment-intensive work.
• Provide direct HRBP coverage for executive and senior leaders and act as the escalation point for complex employee relations and investigations.
• Own the operational integrity of the People tech stack, specifically HiBob (HRIS) and Deel (payroll/contractor engine).
• Identify manual, high-volume tasks and implement AI-powered replacements for contract drafting, leave management, and benefits queries.
• Oversee payroll operations and employment law compliance across NA, LATAM, and EMEA.
• Manage global People programs including talent cycles, engagement surveys, and strategic onboarding.

Requirements

• 8–10 years of progressive HR/People experience in the technology sector.
• At least 2 years of experience managing a team in a global, fast-paced environment.
• Proven experience as an HRBP or People Ops leader supporting 500–700 employees in a professional services or consulting environment.
• Employment law literacy across at least two of: NA (specifically the US), LATAM, or EMEA.
• Hands-on experience with HiBob and Deel (or equivalent platforms).
• Track record of designing and shipping AI-powered HR workflows.

Culture & Benefits

• Flexible work arrangements including remote, in-office, or a blend of both.
• Generous flexible personal time off (PTO) policy to promote well-being.
• Customizable extended health and dental plans tailored to individual needs.
• Investment in professional growth with training budgets focused on Agentic AI expertise.
• Inclusive and safe environment with a strong commitment to Diversity, Equity, and Inclusion (DEI).