Senior Director, HR Technology and AI Enablement

Responsibilities

• Execute the multi-year HR technology roadmap and sequence platforms and agentic AI against business outcomes.
• Redesign HR workflows and AI–human handoffs before Workday configuration, eliminating waste and enabling appropriate automation.
• Lead the end-to-end migration from SAP SuccessFactors to Workday, including planning, configuration, testing, cutover, and hypercare.
• Deploy and operate conversational and agentic AI tools, including Moveworks and ServiceNow Now Assist.
• Define automated versus human-led workflows, monitor agent performance and quality, and manage vendors, contracts, budgets, and cross-functional delivery.
• Establish HR data quality, governance, privacy, security, and responsible-AI controls, with Workday as the source of truth.
• Advance people analytics, workforce-planning data, and skills-taxonomy capabilities.
• Lead and develop the HR technology team, reskill it for AI orchestration, and drive adoption and change management.

Requirements

• Bachelor’s degree in Human Resources, Information Systems, Computer Science, Business, or a related field.
• 10+ years of progressive HR technology or HRIS experience, including 5+ years leading and developing teams.
• Experience operating at a leader level or equivalent scope.
• Enterprise HCM implementation or migration experience, such as Workday or SAP SuccessFactors.
• Experience redesigning HR processes and workflows for automation and AI–human handoffs.
• Hands-on experience with enterprise conversational or agentic AI and AI-enabled service management.
• Working knowledge of large language models, AI agents, prompt design, responsible AI, data governance, privacy, and security.
• People analytics and data fluency, including trusted reporting and dashboards.
• Project and change management experience delivering cross-functional, vendor-supported initiatives on time and on budget.
• Experience managing technology vendors and negotiating contracts at a half-million-dollar threshold or above.
• Product- and outcome-oriented approach to technology and employee experience.

Nice-to-haves

• Workday certifications or ServiceNow HR Service Delivery experience.
• Experience in a high-growth SaaS or technology company.
• Experience establishing AI governance, human-in-the-loop frameworks, or AI-impact workflow classifications.
• Integration architecture experience, including APIs and iPaaS.
• HR data governance and privacy/security experience in regulated or healthcare environments, including PHI or HIPAA.
• Experience leading technical HR or HRIS teams.
• UX and service-design experience for employee-facing technology.
• PMP, Prosci, HRIP, CHRP, or SHRM certification.