[Remote] Director, Agentic AI/Automation at Expedia

Heredia, Heredia Province, Costa Rica

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Data Services, AI, AutomationIndustries

Requirements

Computer Science, Engineering or related bachelor's degree
10+ years in software/automation engineering, including 5+ years leading delivery teams
Experience and proficiency with GenAI/agentic systems (e.g., multi-agent orchestration, CrewAI, LangGraph, tool calling, RAG) and enterprise automation (RPA/low-code)
Modern SDLC know-how: Cloud-native (Azure/AWS), containerized development, APIs, CI/CD, IaC, automated testing, observability, and production support (SRE/SLA)
Track record of shipping production solutions with measurable growth
Experience in executive engagement and cross-functional influence, with the ability to translate technical work into growth/revenue
Collaborative mindset with eagerness to contribute to a mission-driven team and enthusiasm for innovation

Responsibilities

Create and promote the roadmap: Promote, educate, identify, prioritize and deliver high-impact automations across teams with clear value and fast time-to-benefit
Build and scale AI-powered automations: Architect and evolve a scalable agentic automation platform (multi-agent orchestration, tool use, evaluation/guardrails) and deliver use cases from idea to production
Promote engineering excellence: Champion modern SDLC practices - CI/CD, IaC, automated testing, observability, SRE/on-call, and reliability-by-design practices for AI and automation solutions
Govern with speed and safety: Partner with Global CoEs, Legal, Compliance, and Security to move quickly and safely while managing risks
Measure outcomes: Track return on investment, capacity creation, and adoption
Lead and grow talent: Coach a versatile global team (Business Analysts, Engineering, Support). Foster a learning culture, mentor new leaders, and up-skill the team in GenAI/agentic and automation disciplines

Skills

GenAI

Agentic AI

Multi-Agent Orchestration

RPA

Low-Code

CI/CD

IaC

Automated Testing

Observability

SRE

Expedia

Travel booking platform for flights, hotels, rentals

About Expedia

Expedia Group operates in the travel industry, offering a wide range of services for travelers and travel-related businesses. It connects users with options for flights, hotels, car rentals, vacation packages, and activities through its various brands, including Expedia, Hotels.com, and Vrbo. Travelers can easily find and book trips that match their preferences and budgets. The company earns revenue primarily through commissions on bookings and advertising from travel service providers looking to promote their offerings. Additionally, Expedia Group supports its partners by providing access to valuable data and technology, helping them improve their operations and grow their businesses. The goal of Expedia Group is to create a seamless travel experience for users while maximizing the potential of its partners.

Bellevue, WashingtonHeadquarters

1996Year Founded

$3,277.3MTotal Funding

IPOCompany Stage

Consumer Goods, EntertainmentIndustries

10,001+Employees

Benefits

Competitive Paid Time Off

Travel Discounts

Healthcare Flexible Spending Accounts

Employee Assistance Program

Wellness & Travel Reimbursement

Workplace Accomodations

Medical, Dental, & Vision Insurance

Matching Gifts

New Parental Benefits

Risks

Riyadh Air's entry could increase competition, affecting Expedia's market share.

CFO transition may lead to strategic shifts impacting financial management and investor confidence.

Expedia's partnerships may strain resources, affecting service quality if not managed well.

Differentiation

Expedia offers a comprehensive suite of travel services under one platform.

The company leverages a diverse portfolio of brands like Hotels.com and Vrbo.

Expedia provides partners with valuable data and technology to optimize their offerings.

Upsides

Expedia can capitalize on the rise of 'workcations' with longer stay packages.

The trend of 'bleisure' travel offers opportunities for specialized leisure-business packages.

Increased demand for personalized travel experiences can enhance user engagement for Expedia.

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