Director, Workday Delivery

Twilio is seeking a strategic Director of Workday Delivery to lead our Workday Services function and serve as a pivotal member of the HR Technology leadership team. This leader will contribute to—and own the execution of—the vision, strategy, and multi‐year roadmap for the entire HR technology function, ensuring our platforms are scalable, secure, and intuitive while delivering a world‐class employee experience.

Requirements

• 10+ years of progressive HR‐technology experience with hands‐on Workday expertise across Core HCM, Benefits, Payroll, Talent, Recruiting, Studio integrations, and reporting.
• Demonstrated success architecting and supporting integrations between Workday and large‐enterprise platforms such as ServiceNow, Cornerstone, and Eightfold.
• Proven track record managing enterprise‐wide technology programs (>$5 M portfolios) using Agile/SAFe delivery methods.
• Leadership of Workday release management and test‐automation pipelines.
• Documented success introducing AI‐powered HR capabilities (chatbots, predictive insights, RPA) in a regulated environment.
• Proven vendor‐contract negotiation skills and ownership of HRIS budgets.
• Workday Pro certification(s) and/or formal Agile credentials (PMP, CSM, SAFe SPC).
• Exceptional communication, stakeholder‐influence, and change‐leadership skills.
• Experience operating in a fast‐paced, global technology environment.

Benefits

• Competitive pay
• Generous time off
• Ample parental and wellness leave
• Healthcare
• Retirement savings program
• E-Verify program in certain locations