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…