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At Expedia Group, we help travelers explore the world, one journey at a time. As a global travel company powered by passionate people, trusted partnerships, and leading technology, we connect travelers, partners, and advertisers through our consumer brands, B2B network, and travel advertising business. Here, you'll do meaningful work that helps millions of people discover, book, and experience travel with more ease, confidence, and joy. Our five Behaviors—Traveler First, Think Big, Operate with Excellence, Ownership Mindset, and Succeed Together—help foster a supportive environment where people can grow their careers and have the flexibility, benefits, and support to do their best work. Join us and build for travelers everywhere.
Legal Technologist
Expedia’s Legal and Corporate Affairs team (ELCA) is a trusted partner to every corner of the business, advising on complex commercial transactions, regulatory compliance, intellectual property, privacy, and litigation across a global portfolio of iconic travel brands. Our department is moving deliberately and quickly to embed AI into how work gets done. Our aim is not AI for its own sake; it is to free our lawyers, paralegals and government affairs specialists from routine work so they can focus on the judgment and expertise only they can provide.
Our Legal Operations and Technology team owns the systems, processes, and technology that make ELCA run, including the strategy, program oversight, and governance behind AI adoption. This newly created senior role gives ELCA a dedicated engineering and technical-delivery capability it has not had before. It sits alongside, and expands, the work of the Director, Legal Operations, who owns ELCA's operational backbone. The two roles are peers and report to the VP, Legal Operations & Technology.
Reporting to the VP and partnering closely with the Director, Legal Operations, you turn the department's highest-value AI and technology ambitions into working, governed, reusable solutions that ELCA's legal and government affairs teams rely on every day. You will be hands-on — prototyping, engineering, and deploying — while setting the technical craft and quality bar for how ELCA builds. Just as important, you act as the translation layer between ELCA team members and complex technology: drawing out what attorneys, paralegals, and government affairs specialists really need, and turning it into tools they can trust and use. You will also partner with adjacent teams such as IT and Technology to ensure ELCA leverages Enterprise engineering support and build solutions that are appropriately integrated and aligned with EG-wide systems and processes.
If you are energized by building real tools for real users and excited to help shape a first-of-its-kind technical function, one that will grow and take shape over time, this role is for you.
In this role, you will:
- Hands-on technical delivery: Design, build, and deploy the department’s more ambitious AI and automation solutions (the workflows, agents, and integrations that require real engineering rather than configuration), taking them from idea to something the department uses in practice.
- A durable technical foundation: Establish the shared patterns, reusable components, and quality bar necessary to build solutions that are maintainable, secure, and reusable across teams rather than one-off and siloed.
- Responsible AI, jointly owned: Partner with the Director, Legal Operations and the Legal Leadership team on the standards that keep the department’s AI use safe and consistent, leading the technical and security dimensions while Legal Operations leads adoption, policy, and rollout, all aligned to EG’s responsible-AI principles and privacy obligations.
- Expanding what's possible: Give the department engineering reach it hasn’t had before, so its AI and technology ambitions are no longer limited by off-the-shelf or low-code tools, and help the VP shape how technical capability should grow over time.
- Evaluation & judgment: Working with Legal Operations, assess emerging legal-AI technologies through hands-on testing and proofs of concept, and bring sound buy-vs-build judgment to decisions together with Legal Operations.
- Partnership & enablement: Work as a peer with the Director, Legal Operations and across Information Security, Privacy, Product, IT and Technology; make what you build genuinely usable, complementing rather than duplicating the department’s broader adoption and change program.
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Experience and qualifications:
- Bachelor’s degree in a relevant field (Computer Science, Information Systems, Data Science, Law, or related discipline), or equivalent professional experience.
- Typically 6+ years of combined experience across legal technology, legal operations, automation/AI workflow engineering, or product management — including demonstrable production delivery of AI or automation solutions in a legal, compliance, or regulated context.
- Direct experience in a legal or compliance operational function is strongly preferred.
- Proven hands-on delivery: A track record of building and running AI-enabled and automation workflows in production (not prototypes that never ship) within a legal, compliance, risk, or similarly regulated environment.
- Translation layer: A genuine ability to sit between legal staff and complex AI and technology, turning what attorneys, paralegals, and government affairs specialists actually need into technical requirements, and making sophisticated tools understandable and usable for non-technical colleagues. Translation runs both ways: you can also teach, raising legal staff’s technical fluency so they understand how these tools work and can get more out of them. This bridging and teaching skill is central to the role.
- Technical depth: Working proficiency in Python and scripting; comfort with APIs and integration patterns; hands-on experience with low-code/no-code automation platforms (e.g., n8n or similar) and with GenAI approaches including LLMs, RAG, agents, and protocols such as MCP.
- Legal-tech fluency: Ideally, some familiarity with the legal technology stack (CLM, e-billing, matter management, document automation, and legal AI tools such as GCAI or comparable), plus a genuine understanding of legal terminology, contract structures, and how legal teams actually work.
- Product & ownership instinct: Experience owning tools as products: gathering requirements from non-technical users, designing for reuse over one-offs, and managing systems through their full lifecycle. Sound judgment on when a solution is over-engineered or creates a poor user experience.
- Leadership presence: The credibility and communication skills to operate at a senior level: partnering as a peer with the Director, Legal Operations, influencing attorneys, paralegals, government affairs specialists, and department leadership, and setting the technical bar others build to.
- Responsible-AI mindset: A first-principles grasp of what AI can and cannot do, and where explainability, audit logging, data protection, and human review must sit.
- Change management: A feel for the human side of AI adoption: building trust in new tools, meeting genuine skepticism with candor rather than hype, and helping legal staff change how they work. You partner with Legal Operations’ broader adoption program rather than duplicating it, focusing on the behavior change that lands the solutions you build.
- Self-direction: Curious, resourceful, and able to run multiple workstreams autonomously in a fast-moving environment.
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Expedia Group is committed to providing an inclusive and accessible recruiting experience. If you need an accommodation or adjustment due to a disability during the application or recruiting process, please submit a request at https://expedia.service-now.com/askeg?id=job_accommodation.
About Expedia Group
Expedia Group includes three flagship consumer brands - Expedia, Hotels.com, and Vrbo - along with a leading B2B travel business and travel advertising offerings. Across our brands and business, we help travelers explore the world with confidence and ease.
Important notice
Employment opportunities and job offers at Expedia Group will always come from Expedia Group's Talent Acquisition and hiring teams. Never share sensitive personal information unless you are confident of the recipient. Expedia Group does not extend job offers via email or messaging tools to individuals with whom we have not made prior contact. Our email domain is @expediagroup.com. The official place to find and apply for roles is https://careers.expediagroup.com/jobs/.
Equal Opportunity
Expedia is committed to creating an inclusive work environment with a diverse workforce. All qualified applicants will receive consideration for employment without regard to race, religion, gender, sexual orientation, national origin, disability or age.
Expedia Group (NASDAQ: EXPE) powers travel for everyone, everywhere through our global platform. Driven by the core belief that travel is a force for good, we help people experience the world in new ways and build lasting connections. We provide industry-leading technology solutions to fuel partner growth and success, while facilitating memorable experiences for travelers. Expedia Group's family of brands includes: Brand Expedia®, Hotels.com®, Expedia® Partner Solutions, Vrbo®, trivago®, Orbitz®, Travelocity®, Hotwire®, Wotif®, ebookers®, CheapTickets®, Expedia Group™ Media Solutions, Expedia Local Expert®, CarRentals.com™, and Expedia Cruises™. For more information, visit www.expediagroup.com.
Employment opportunities and job offers at Expedia Group will always come from Expedia Group’s Talent Acquisition and hiring teams. Never provide sensitive, personal information to someone unless you’re confident who the recipient is. Expedia Group does not extend job offers via email or any other messaging tools to individuals to whom we have not made prior contact. Our email domain is @expediagroup.com. The official website to find and apply for job openings at Expedia Group is lifeatexpediagroup.com/jobs.
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