Director, Employee Experience & AI Productivity

We are looking for a leader to treat our AI‑driven productivity stack as a product, turning the tools at Priceline and its parent, Booking Holdings, into everyday habits for employees. This hybrid role (2 days in‑office, 3 days remote) reports directly to senior leadership and offers an executive level of visibility and impact.

Key Responsibilities

Define strategy and product direction for AI productivity platforms (Jira, Confluence, Glean, Workato, Gemini, ChatGPT, Claude).
Own adoption, setting measurable success metrics (active use, time saved, capability uptake) and design the roadmap to remove friction.
Lead change management and internal communications, conducting user groups, office hours and launch campaigns.
Manage a distributed team of engineers and support staff; provide architecture guidance and mentor career growth.
Partner with Security, Engineering, HR, Legal and Brand leaders to ensure safe, compliant AI use and enterprise alignment.
Develop and enforce Responsible AI guardrails that comply with security and regulatory requirements.

Qualifications

Experience leading employee‑facing tech or productivity teams with measurable adoption success.
Hands‑on experience integrating AI tools into enterprise workflows; proficiency in prompt engineering and agentic patterns.
Comfortable driving technical discussions, leading architecture decisions, and mentoring engineering talent.
Strong knowledge of modern productivity stacks (Atlassian, Glean, Workato, Google Workspace, enterprise AI assistants).
Proven change‑management and communication skills across rollouts, migrations, and deprecations.
Alignment with Priceline values: Customer, Innovation, Team, Accountability, Trust, Integrity & Ethics.
Nice to have: experience in travel, e‑commerce or other high‑scale consumer technology; multi‑brand or multi‑entity enterprise IT background; experience building adoption or enablement programs from the ground up.

Compensation

Salary range: $185,000 – $230,000 USD, plus annual bonus and/or equity grant eligibility.

Benefits

Health and wellness coverage (medical, dental, vision, mental health resources).
Generous paid time off, holidays, company‑wide pause week, paid volunteer days.
Work‑life flexibility, including up to 4 weeks per year remote and parental leave.
Retirement plans with company contributions, life and disability coverage.
Signature travel perks, tuition support, pet benefits, and partner discounts.

Equal Opportunity Employer

Priceline is a proud equal opportunity employer and embraces a diverse workforce. We are committed to cultivating an inclusive culture where all employees feel safe, supported, and valued.

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