Director Technical Program Management , Planning

Expedia Group•San Jose, CA

1d•$231,000 - $398,500

About The Position

Our Technology Team partners with teams across Expedia Group to create innovative products, services, and tools to deliver high-quality experiences for travelers, partners, and our employees. A singular technology platform powered by data and machine learning provides secure, differentiated, and personalized experiences that drive loyalty and traveler satisfaction. At Expedia Group, technology is at the center of how we power global travel. As Director, Technical Program Management & Planning, you will play a pivotal role in translating the CTO's strategic vision into execution at scale. This leader will oversee the Technical Program Management function supporting the organization's most critical technology initiatives while shaping the planning, prioritization, and operating rhythms that align Engineering and Product investments across the portfolio. Balancing strategic influence with operational rigor, you will partner closely with senior technology and product leaders to ensure resources, roadmaps, and execution are focused on the work that matters most. This is a highly visible leadership role for a systems thinker who can drive complex cross-functional programs, establish planning excellence, and serve as a trusted advisor on where and how technical program management can create the greatest impact.

Requirements

12+ years of relevant professional experience for Bachelor's or 10+ years for Master's, including at least 4 years leading TPM teams or a TPM function with Director-level people leadership scope across multiple engineering groups or equivalent experience
Proven experience running enterprise-scale annual and quarterly planning cycles, including capacity planning, commitment tracking, and headcount allocation across several engineering organizations or subdivisions.
Demonstrated ability to operate as a strategic peer to Engineering and Product leadership, influencing where TPM and engineering investment is focused and shaping the portfolio rather than only executing assigned backlogs.
Experience establishing or scaling a TPM craft/community capability, including defining leveling frameworks, competency standards, and mentorship or development pathways for TPMs.
Fluency with modern AI-driven systems, tools, or workflows used in program management, including practical experience applying AI/ML concepts to real-world planning, risk prediction, or status synthesis, and defining governance for responsible use.

Nice To Haves

Experience partnering with centralized Analytics or BI teams to design and evolve dynamic, data-driven resource allocation and portfolio models that respond to changing priorities and delivery signals.
Background operating in a matrixed organization with both centralized and embedded TPM structures, including clarifying roles, responsibilities, and engagement models with Product Program Management and engineering leadership.
Hands-on leadership using Jira-based or comparable delivery hierarchies to connect strategic priorities to execution, and to support scalable portfolio tracking and reporting.
Demonstrated ability to drive operational excellence at scale, including simplifying and automating planning and allocation processes, and safely integrating and operating AI/ML-enabled solutions that improve program visibility, decision quality, and throughput.
Advanced proficiency with AI-powered portfolio and planning practices (such as AI-assisted risk/status reporting, predictive delivery insights, or AI-native TPM workflows), with a track record of leading organization-wide adoption of these practices and familiarity with AI-driven systems, tools, or workflows and applying AI/ML concepts to real world products.

Responsibilities

Lead and develop the CTO-aligned Technical Program Management team, setting the standard for AI-native TPM craft and ensuring delivery against scorecard, say-do ratio, and AI adoption outcomes.
Own and curate the CTO TPM program slate, defining and refining intake, triage, and handoff criteria so the team focuses on the most complex, cross-cutting, and high-impact initiatives across Tech.
Architect and run the planning and operating cadence for annual and quarterly cycles, translating top-level strategic priorities into clear, capacity-checked, initiative-level plans in close partnership with Product and Engineering.
Manage engineering commitments and headcount allocation across subdivisions, building and maintaining the visibility layer that connects strategic goals to execution, including progress, scope, and delivery mix.
Drive the TPM community of practice and cross-organizational standards, tooling, and development, advancing an AI-native operating model and safely integrating AI/ML-enabled solutions into TPM workflows to improve planning and delivery outcomes.
Partner with Analytics and other stakeholders to turn planning into a continuous feedback loop, using data and AI-assisted insights to inform mid-quarter rebalancing, optimize resource allocation, and improve predictability across the portfolio.