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.

Principal UX Designer — Insurtech, Travel Protection & FinTech
Expedia Group | User Experience Design

About the role
Expedia Group is building the experiences that help travelers feel prepared, confident, and supported before, during, and after their journey.
Insurtech sits at the intersection of travel protection, FinTech, AI, and financial confidence. Across Expedia, Hotels.com, Vrbo, and partner channels, we are transforming protection and flexibility from generic checkout add-ons into integrated experiences that help travelers feel more confident booking and more supported throughout their journey.

As Principal UX Designer, you will define the experience strategy for this emerging platform. You will simplify complex coverage, pricing, eligibility, and claims decisions; shape differentiated protection and FinTech products; design responsible AI-powered personalization; and establish the systems and principles that allow high-trust experiences to scale across brands, markets, and partners.

This is an opportunity to shape a new category at Expedia Group—where clarity, trust, regulatory rigor, craft, and commercial impact matter equally.

Team description
The Insurtech Design team is the experience strategy and design partner for Expedia Group’s Insurance & FinTech portfolio. We work across brands, lines of business, points of sale, and partner-insurer ecosystems to make protection relevant to the traveler’s actual trip—not like a generic add-on.
Our work spans shopping and checkout, post-booking discovery, policy understanding, disruption support, claims pathways, and emerging products such as Annual plan, Price Drop Protection, WeatherPromise, Cancel For Any Reason, and Change For Any Reason. These FinTech products are designed to create differentiated brand value and targeted traveler value propositions—reducing anxiety about price changes, weather, or inflexibility—and to weave confidence, usefulness, and moments of delight into the booking and travel journey.

Your mandate
Own the experience vision for Expedia Group’s protection platform—not just individual features or insurance flows. You will:

• Set the experience direction, principles, conceptual model, service architecture, and reusable foundation for protection and FinTech across brands, surfaces, markets, and partners.

• Lead the highest-impact opportunities at the intersection of traveler trust, regulatory responsibility, and business growth, including contextual protection, integrated journey experiences, and differentiated FinTech value.

• Shape product strategy, investment priorities, and roadmaps for experiences that improve traveler confidence, differentiate EG brands, and support growth across B2C, B2B/API, suppliers, and new markets.

• Establish responsible AI and personalization principles that protect transparency, accessibility, explainability, informed choice, and appropriate legal and compliance review.

• Set a high bar for interaction and visual craft, influence senior leaders through a clear design point of view, and mentor designers through hands-on leadership.

In this role, you will

• Lead end-to-end UX strategy and interaction design for complex products across web, native apps, embedded checkout, post-booking, travel, and partner experiences.

• Translate ambiguous customer, business, and regulatory needs—including purchase confidence, policy understanding, disruption support, and claims resolution—into UX frameworks, information architecture, service blueprints, journey models, flows, and interaction systems.

• Plan and execute mixed-methods UX activities such as discovery workshops, journey mapping, usability evaluations, concept testing, and evaluative research; turn insights into design decisions, measurable outcomes, and roadmaps.

• Create high-fidelity designs, prototypes, and detailed specifications covering behavior, states, edge cases, accessibility, localization, disclosures, and transparency requirements.

• Use research, data, experimentation, and outcome measures—including comprehension, trust, engagement, attach, GP, repeat behavior, booking conversion, servicing efficiency, claims outcomes, supplier economics, and no-harm guardrails—to refine the experience.

• Partner with product, engineering, data science, machine learning, analytics, research, content, legal, compliance, operations, finance, and partner insurers to align decisions and deliver at scale.

• Lead design reviews, communicate compelling design stories to senior stakeholders, advocate for design-system consistency, and apply AI-driven tools and workflows responsibly to protection, flexibility, and claims experiences.

Minimum Qualifications

• 10+ years of professional experience in UX, product design, interaction design, or a related field, with a Bachelor’s degree in Design, HCI, Cognitive Science, or a related field—or equivalent practical experience.

• Extensive experience driving complex product experiences from discovery through delivery within cross-functional product and engineering teams.

• Proven ownership of end-to-end UX for a substantial product area or domain, including strategy, interaction design, and delivery of high-quality experiences at scale.

• Demonstrated expertise in interaction design, information architecture, prototyping, service design, and usability evaluation, with a strong systems-thinking mindset.

• Ability to communicate a clear point of view, influence senior stakeholders, and make complex decisions legible across product, engineering, business, legal, and partner audiences.

Preferred Qualifications

• Advanced degree in Design, HCI, or a related discipline, or equivalent experience leading UX for large-scale, multi-domain, or platform products.

• Experience designing for regulated, high-trust, or financial domains such as insurance, FinTech, payments, or health, where transparency, compliance, and comprehension are core to the experience.

• Track record of defining and evolving UX strategy, design systems, conceptual models, and patterns across multiple surfaces, brands, markets, or business lines.

• Experience guiding teams through complex problem spaces using data, experimentation, and user research to inform design decisions and measure experience outcomes.

• Demonstrated ability to incorporate AI-driven systems, tools, or workflows into user experiences, and to safely integrate and operate AI/ML-enabled solutions that improve outcomes.

• Experience with partner ecosystems, policy or claims journeys, financial decision support, content design, accessibility, and design governance in environments with external review or approval.

Accommodation requests

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