Principal Program Manager - Transformation Programs

Expedia GroupSeattle, WA
$231,000 - $323,500

About The Position

Expedia Group is a global travel company that connects travelers, partners, and advertisers through its consumer brands, B2B network, and travel advertising business. The AI Enablement and Culture Office aims to unlock enterprise capacity and superior business outcomes through the responsible adoption of artificial intelligence. This team works across all Expedia Group businesses and functions to build AI fluency, enable high-impact use cases, strengthen governance and measurement, and help leaders and teams adopt new ways of working. As a Principal Program Manager, Transformation Programs, you will lead enterprise-scale change initiatives that transform ambition into sustained behavior, capability, and business impact. You will act as a strategic thought leader and enterprise orchestrator, involved in defining the 'why,' designing the operating model, and mobilizing teams to deliver measurable outcomes.

Requirements

  • Bachelor’s degree in business, engineering, computer science, or a related technical field; or equivalent related professional experience.
  • 10+ years of experience leading complex, cross-functional transformation, change, or technology program portfolios in large, matrixed organizations.
  • Demonstrated success influencing across organizations and levels, including navigating ambiguity, resolving complex conflicts, and building alignment without relying on formal authority.
  • Experience creating enterprise or cross-organization governance, delivery mechanisms, measurement frameworks, and operating models that improve execution and sustained adoption.
  • Strong strategic communication, facilitation, storytelling, executive presence, active listening, and relationship-building skills.
  • Technical aptitude across modern technology environments, including system interactions, APIs, data flows, platform modernization, integration patterns, reliability, and operational resilience.
  • Experience applying data, analytics, and AI-enabled tools to improve program visibility, forecasting, scenario planning, decision-making, or workflow effectiveness.

Nice To Haves

  • Experience leading enterprise AI adoption, digital transformation, operating-model change, or workforce/culture transformation at global scale.
  • A track record of converting strategy into repeatable practices, measurable behavior change, and durable business outcomes across multiple domains.
  • Experience establishing responsible AI guardrails, adoption measurement, capability assessments, learning ecosystems, or champion networks.
  • Thought leadership in transformation, change management, technical program management, organizational culture, responsible AI, or data-driven execution.

Responsibilities

  • Lead complex, multi-year transformation programs and portfolios across products, platforms, functions, and regions, from problem definition through sustained adoption and value realization.
  • Partner with senior technology, product, data, operations, and business leaders to align priorities, resolve competing demands, manage dependencies, and secure sponsorship for enterprise change.
  • Establish the governance, operating rhythms, decision forums, roadmaps, and measurement systems that create clarity, accountability, and predictable execution across technology and business organizations.
  • Shape and execute culture-change strategies that build AI fluency, psychological safety, responsible experimentation, and new ways of working; activate leaders, champions, and communities to reinforce adoption.
  • Define outcome-oriented metrics and evidence-based narratives that show progress in capability, adoption, behavior change, delivery health, and business impact—and use them to guide prioritization and trade-offs.
  • Build and scale reusable transformation playbooks, operating models, tooling, and patterns, including responsible AI-enabled workflows that improve visibility, forecasting, decision quality, and execution.
  • Engage in system, API, data, platform, integration, reliability, and operational-readiness discussions with sufficient technical fluency.
  • Coach leaders and senior practitioners, raise the bar for transformation and program-management craft, and establish communities of practice that create lasting enterprise capability.

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • Paid time off
  • Employee Assistance Program
  • Wellness reimbursement
  • Travel reimbursement
  • Travel discounts
  • International Airlines Travel Agent Network (IATAN) membership
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