Technical Program Manager - AI/ML & Cross-Team Delivery

Expedia, Inc.; Chicago (IL); On-site; USD 172,000 - 240,000; Full time

Benefits offered by this job

Medical, dental, and vision coverage

Paid time off

Employee Assistance Program

Wellness and travel reimbursement

Travel discounts

IATAN membership

Job summary

Expedia Group in Chicago is seeking a Senior Program Manager to lead complex, cross-functional technical programs across engineering, product, and business stakeholders, delivering measurable outcomes.

You will establish strategy, milestones, dependencies, risks, and operating mechanisms across multiple services and teams. Drive execution through data-driven decisions, partner on system design and data modeling, and advance AI/ML-enabled capabilities while maintaining operational excellence.

Qualifications

• Bachelor’s degree in a relevant technical, business, or equivalent field.
• Significant experience leading technical programs involving multiple engineering teams, services, or interdependent workstreams.
• Demonstrated ownership of program strategy, planning, execution, dependency management, risk mitigation, and stakeholder communication across a technical domain or organization.
• Strong understanding of software development and technical concepts, including system design, API design, data modeling, architecture, and operational practices.
• Experience using metrics, structured analysis, and delivery mechanisms to improve execution, quality, reliability, and business outcomes.
• Background in Data and/or Advertising
• Experience delivering complex, large-scale technical programs across multiple domains, platforms, or organizations.
• Proven ability to influence architecture and technical direction through strong partnership with engineering and product leaders.
• Experience establishing operating models, governance, and continuous-improvement mechanisms that increase delivery predictability and operational excellence.
• Demonstrated ability to use data and technical insights to identify trade-offs, prioritize investments, and guide decisions in ambiguous environments.
• Experience leading programs that incorporate AI/ML-enabled capabilities, including evaluating risks, coordinating responsible implementation, and translating AI/ML concepts into practical product or platform outcomes.

Responsibilities

• Lead complex, cross-functional technical programs from planning through delivery, aligning engineering, product, and business stakeholders around measurable outcomes.
• Establish program strategy, milestones, dependencies, risks, and operating mechanisms across multiple services, teams, or technical domains.
• Drive execution through clear communication, data-informed decision-making, structured problem solving, and timely escalation of issues that may affect delivery.
• Partner with technical leaders on system design, API design, data modeling, architecture decisions, and delivery plans for scalable solutions.
• Improve program predictability and operational excellence by establishing metrics, identifying process gaps, and implementing mechanisms that strengthen quality, reliability, and efficiency.
• Safely integrate and operate AI/ML-enabled solutions that improve outcomes, while demonstrating familiarity with AI-driven systems, tools, or workflows and applying AI/ML concepts to real-world products.

Skills

Cross-functional leadership

Program management

Stakeholder communication

Data-informed decision making

AI/ML awareness

Education

Bachelor’s degree in a technical or related field

Tools

API design

Data modeling

System architecture

Job description

Expedia Group in Chicago is seeking a Senior Program Manager to lead complex, cross-functional technical programs across engineering, product, and business stakeholders, delivering measurable outcomes.

You will establish strategy, milestones, dependencies, risks, and operating mechanisms across multiple services and teams. Drive execution through data-driven decisions, partner on system design and data modeling, and advance AI/ML-enabled capabilities while maintaining operational excellence.