Sr. Director - AI, Innovation and Digital Employee Experience

In This Role, You Will

• Define and own the holistic digital employee experience vision - connecting People Technology, Productivity Tools, Endpoints, Identity, and AI into a unified, low-friction experience across the entire employee lifecycle (onboarding → daily work → career growth → offboarding).
• Define and drive the multi-year AI and automation strategy across Collaboration & Productivity, End User Services, and Corporate IT - embedding AI into the flow of work for leaders, managers, and frontline teams.
• Partner with platform, engineering, and People Technology leaders to architect the integrated employee experience layer - ensuring Workday, ServiceNow, Glean, Slack, Zoom, Atlassian, and endpoint platforms work together through coherent APIs, data models, and design patterns.
• Reimagine team structures, skills, and operating models to embrace AI as a core capability - not an add-on. Build teams where AI augments every role and where experimentation, learning, and rapid iteration are the norm.
• Build KPI frameworks that measure what matters: adoption, time saved, friction eliminated, employee satisfaction, resolution speed, and AI-driven productivity gains.
• Serve as the connective leader across IT, People Technology, HR, Finance, Workplace, Security, and Engineering - aligning priorities, investments, and governance for AI-driven and digital employee experience programs.

Minimum Qualifications

• AI-native. You don’t just understand AI - you’ve driven AI agendas, shipped AI-powered products, and fundamentally changed how organizations work through intelligent technology. You think in terms of prompts, agents, workflows, and outcomes.
• 12+ years in technology, product, digital transformation, or AI/ML platform roles - including ownership of enterprise-scale internal platforms, employee productivity tools, or digital workplace solutions.
• Proven track record leading strategy, design, and delivery of complex, multi-service or enterprise-wide technology initiatives with measurable impact on user experience and business outcomes.
• Deep technical fluency across LLM integration, enterprise search architectures, API design, data modelling, workflow automation, and digital workplace platforms - you keep one hand in the technology while building strong teams around it.
• Cross-functional influencer. You align teams without heavy process, influence senior stakeholders, and bring clarity to complex, multi-stakeholder environments.
• Builder of exceptional teams. You attract and develop talent that is creative, accountable, AI-fluent, and excited about shaping the future of work.

Preferred Qualifications

• Advanced degree in a technical or quantitative field (e.g., computer science, engineering, human-computer interaction, data science) with focus areas relevant to AI, automation, or digital experience.
• Experience operating AI-powered or digital workplace platforms at global scale - including performance, reliability, observability, and continuous improvement of employee-facing services.
• Demonstrated leadership in defining architectural direction and technical standards for AI-enhanced or highly integrated internal tools - ensuring security, compliance, and interoperability across a complex ecosystem.
• Proven ability to use data, experimentation, and insights to prioritize investments, optimize employee journeys, and drive adoption and change management for new AI and digital capabilities.
• Familiarity with safely integrating generative AI, virtual assistants, agentic workflows, or intelligent automation into employee experiences at enterprise scale.
• Experience working across People Technology (Workday, ServiceNow), Productivity suites (M365/Google), Collaboration (Slack, Zoom, Atlassian), and Endpoint Management - understanding how these domains interconnect to form the employee experience.

Total cash range for this position in Seattle is $244,500 to $342,000. Employees in this role have the potential to increase their pay up to $391,000, which is the top of the range, based on ongoing, demonstrated, and sustained performance in the role.

Benefits: full benefits package including medical/dental/vision coverage, paid time off, Employee Assistance Program, wellness & travel reimbursement, travel discounts, and International Airlines Travel Agent membership.

Expedia Group is committed to creating an inclusive work environment with a diverse workforce. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. This employer participates in E-Verify. The employer will provide the Social Security Administration (SSA) and, if necessary, the Department of Homeland Security (DHS) with information from each new employee's I-9 to confirm work authorization.

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