Jobs · Connecticut

Director, Employee Experience & AI Productivity

Priceline · Norwalk, CT · 3 days ago
Hybrid$185k/yrFull-time

About the role

This role is eligible for our hybrid work model: 2 days in-office.

Our People & Culture

Our People & Culture and Legal teams ensure a highly ethical working environment where everyone at Priceline can bring their whole selves to work and deliver their very best each day. We want you to thrive – to feel safe, supported, valued, and growing to your highest potential!

Why This Job’s a Big Deal

Priceline runs on an AI-driven productivity and automation stack that thousands of employees touch every day — across Priceline, our parent company Booking Holdings, and the BHI centers of excellence. The tools are in place. What we need now is a leader who treats that stack as a product, treats our employees as its customer, and is relentless about turning capability into everyday habit.

In This Role You Will Get To Set Strategy & Product Direction

  • Own AI productivity as a product: define what good looks like, decide what we invest in and what we retire, and be accountable for whether the workforce is genuinely getting more done.
  • Set the vision for our productivity platforms, own adoption from start to finish, and lead the talented engineering and support teams that keep the engines running.

Who You Are

  • Experience & Leadership: You've led employee-facing tech or productivity teams before and have a proven record of getting people to actually use (and like) new systems. AI fluency: hands-on experience putting AI tools into enterprise workflows, a working grasp of prompt engineering and agentic patterns, and the judgment to evaluate tools critically and reason about AI governance.
  • Strong command of a modern productivity and AI stack — Atlassian, an enterprise AI search platform such as Glean, automation tooling such as Workato, Google Workspace, and enterprise AI assistants.

How You Operate

  • An employee-experience focus — you think in terms of friction, onboarding, and adoption, and you have used journey mapping or similar methods to understand how people work.
  • Proven change-management ability across rollouts, migrations, and deprecations, including building champions and managing the human side of transitions.
  • Achieved results through communication, translating technical jargon into business value for executives.

The Right Results, the Right Way

We are Priceline. Our success as one of the biggest players in online travel is all thanks to our incredible, dedicated team of talented employees. Priceliners are focused on being the best travel deal makers in the world, motivated by our passion to help everyone experience the moments that matter most in their lives. Whether it’s a dream vacation, your cousin’s graduation, or your best friend’s wedding - we make travel affordable and accessible to our customers. Our culture is unique and inspiring (that’s what our employees tell us). We’re a grown-up, startup. We deliver the excitement of a new venture, without the struggles and chaos that can come with a business that hasn’t stabilized. We’re on the cutting edge of innovative technologies. We keep the customer at the center of all that we do. Our ability to meet their needs relies on the strength of a workforce as diverse as the customers we serve. We bring together employees from all walks of life and we are proud to provide the kind of inclusive environment that stimulates innovation, creativity and collaboration.

Who We Are

Priceline is part of the Booking Holdings, Inc. (Nasdaq: BKNG) family of companies, a highly profitable global online travel company with a market capitalization of over $80 billion. Our sister companies include Booking.com, BookingGo, Agoda, Kayak and OpenTable.

Salary Range

The salary range for this position is $185,000- $230,000K USD.

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