Sr. Director, HR Technology

Make Your Mark:
The Senior Director, HR Technology will oversee day-to-day operations of Black Line’s HR Information Technology team, ensuring the stability, security, and continuous improvement of Workday and the broader HR technology ecosystem following our recent Workday go-live. Beyond operational excellence, this role will define and drive Black Line’s HR AI strategy — identifying where artificial intelligence and intelligent agents can transform HR service delivery, and leading the build‑out of AI agents and automation that move the HR organization toward an AI‑centric operating model.

• Oversee day-to-day operations and support for the HR Technology (HR IT) team, partnering closely with HR Operations to align IT service delivery with HR's day-to-day operational needs, including Workday and the broader HR systems landscape.
• Own post-go-live stabilization of Workday, driving adoption, issue resolution, and continuous system optimization.
• Manage, mentor, and develop HR IT managers and staff, including onshore and offshore team members, instilling a service-oriented, customer-first culture.
• Define and lead Black Line’s HR AI strategy, identifying where AI and intelligent agents can transform HR service delivery and the employee experience.
• Build and maintain an AI-centric HR technology roadmap, developing the business case, value drivers, and ROI for each initiative to prioritize investment and secure stakeholder buy-in.
• Design, build, and deploy AI agents and automation across core HR processes (recruiting, onboarding, case management, benefits, payroll support) to move HR toward an AI‑centric operating model.
• Partner with HR leadership, HR Operations, the People Team, and enterprise IT/AI teams to identify use cases and build a prioritized HR AI roadmap.
• Evaluate emerging HR AI and agentic technologies, including Workday’s native AI capabilities (Workday Illuminate), and make build‑vs‑buy recommendations.
• Establish governance, security, and data‑privacy guardrails for AI agents and automations operating on employee data.
• Own application security for Workday and the broader HR technology ecosystem, including access controls, identity and data security, and vulnerability remediation across HR systems and integrations.
• Oversee provisioning and operation of HR end‑user services, integrations, and applications.
• Develop and monitor performance, adoption, and ROI metrics for HR technology and AI initiatives; report trends to executives and HR leadership.
• Manage the HR Technology budget, including AI tooling and vendor investment.
• Establish and maintain vendor relationships, negotiate services, and manage SLAs with Workday and AI/automation vendors.
• Support audit, compliance, and data governance activities related to HR systems and AI use.
• Partner with enterprise IT and security teams to extend HR IT expertise and support to other enterprise systems and initiatives outside of HR, as business needs require.

• Proven experience leading HR Information Technology or HRIS operations, ideally through a Workday implementation or post‑go‑live stabilization.
• Hands‑on experience with Workday (HCM, and ideally payroll, recruiting, or other modules) and the broader HR technology ecosystem.
• Strong understanding of end‑to‑end, hire‑to‑retire HR processes (recruiting, onboarding, core HR, payroll, benefits, performance, and offboarding) and how technology and AI support each stage.
• Familiarity with Workday's integration platform (Workday Integration Cloud, including Enterprise Interface Builder (EIB) and Workday Studio) and Workday's AI platform (Workday Illuminate).
• Demonstrated experience building and deploying AI agents, automations, or AI‑driven solutions in an enterprise setting (HR domain preferred).
• Strong understanding of AI/ML, generative AI, and agentic AI concepts, and how to apply them responsibly to HR processes and data.
• Technical proficiency with APIs and agent‑integration protocols (e.g., REST/SOAP APIs, Model Context Protocol (MCP)) to connect AI agents securely and reliably with Workday and other enterprise systems.
• Experience developing and executing a technology or AI strategy and…