Director / Principal of Product Design - Checkout and Offers

Expedia Group brands power global travel for everyone, everywhere. We design cutting-edge tech to make travel smoother and more memorable, and we create groundbreaking solutions for our partners. Our diverse, vibrant, and welcoming community is essential in driving our success.

Why Join Us?

To shape the future of travel, people must come first. Guided by our Values and Leadership Agreements, we foster an open culture where everyone belongs, differences are celebrated and know that when one of us wins, we all win.

We provide a full benefits package, including exciting travel perks, generous time-off, parental leave, a flexible work model (with some pretty cool offices), and career development resources, all to fuel our employees' passion for travel and ensure a rewarding career journey. We’re building a more open world. Join us.

Location: New York (NY), San Jose / San Francisco (CA), Los Angeles (CA), Seattle (WA), Austin (TX) with other EG Locations up for discussion.

Introduction to the team:

The Product Team creates high-quality end-to-end experiences for travelers, partners, and Expedia Group. Our customer-first mindset focuses on developing products that encourage loyalty and repeat business, and we partner closely with teams across Expedia Group to drive growth and results for our customers and the company.

This role sits within the Expedia Product & Technology division, leading experience design for Checkout and Offers/Merchandising across multiple brands, products, and platforms to deliver seamless, high-performing shopping and purchase journeys.

As the Experience Design Leader for Checkout and Offers/Merchandising, you will define and drive the design vision for some of Expedia Group’s most critical, revenue-driving experiences. You will lead a multi-disciplinary team, partner closely with Product, Engineering, Data, and Marketing, and use experimentation, research, and analytics to continuously optimize conversion, attachment, and customer satisfaction across the end-to-end shopping and purchase funnel.

In this role, you will:

• Lead the end-to-end user experience strategy and execution for Checkout and Offers/Merchandising, ensuring cohesive, high-performing journeys across multiple products, brands, and platforms.

• Define and drive a clear design vision, principles, and north-star experiences that align with business goals, customer needs, and platform capabilities across the shopping and purchase funnel.

• Build, lead, and mentor a multi-disciplinary experience design team (e.g., product design, content, research, service design) to deliver high-quality, data-informed design solutions at scale.

• Partner closely with Product, Engineering, Data, Marketing, and other stakeholders to prioritize problems, shape roadmaps, and ship iterative improvements that drive measurable business and customer impact.

• Use quantitative and qualitative insights, including experimentation, user research, and funnel analytics, to guide decision making and optimize checkout, merchandising, offers, and promotional experiences.

• Champion and apply AI-driven systems, tools, and workflows—including AI/ML concepts applied to real-world products—to improve customer experiences and operational efficiency across checkout and merchandising flows, ensuring solutions can flex across multiple domains and surfaces.

Minimum Qualifications:

• 10+ years designing digital product experiences (consumer or enterprise), with deep experience in scaling complex systems.

• Bachelor’s degree in design, Human-Computer Interaction, User Experience, or a closely related field—or equivalent relevant experience.

• Extensive experience in experience design, product design, or a related field leading complex, multi-surface consumer or e-commerce experiences, including demonstrated ownership of critical purchase or transactional flows such as checkout, payments, or offers.

• Proven track record leading and developing design teams, including directly managing senior individual contributors and/or managers and operating effectively within cross-functional product development organizations.

• Demonstrated expertise in interaction and visual design, information architecture, and user-centered design methods, supported by a strong portfolio showcasing shipped work in checkout, payments, offers, pricing, or merchandising.

• Experience using data, experimentation, and user research to inform design decisions, set success metrics, and iterate at scale across multiple product surfaces or domains.

• Familiarity with AI-driven systems, tools, or workflows and applying AI/ML concepts to real-world products to optimize decisioning, personalization, or merchandising within customer journeys.

Preferred Qualifications:

• Master’s degree in Design, HCI, or a related field.

• Leadership of large-scale, multi-region or multi-brand design initiatives that span multiple products or platforms, particularly within transactional or revenue-critical flows such as checkout and offers.

• Experience shaping design strategy for complex commerce ecosystems, including promotions, dynamic pricing or offers, and merchandising frameworks that balance customer value, operational considerations, and business objectives.

• Proven ability to establish and evolve design standards, reusable patterns, and systems that enable consistency, speed, and quality across multiple cross-functional teams and problem spaces.

• Track record driving experimentation and optimization programs (e.g., A/B testing, funnel optimization, personalization) that deliver measurable improvements in conversion, attachment, and customer satisfaction.

• Experience safely integrating and operating AI/ML‑enabled solutions that improve outcomes—such as personalization, recommendations, merchandising automation, or content optimization—in ways that enhance customer experience and business performance, and guiding teams on responsible AI usage within design workflows.

• Fluency in additional languages.

Expedia Group is proud to offer a wide range of benefits to support employees and their families, including medical/dental/vision, paid time off, and an Employee Assistance Program. To fuel each employee’s passion for travel, we offer a wellness & travel reimbursement, travel discounts, and an International Airlines Travel Agent (IATAN) membership. View our full list of benefits.

The total cash range for this position in Seattle is $224,000.00 to $313,500.00. Employees in this role have the potential to increase their pay up to $358,500.00, which is the top of the range, based on ongoing, demonstrated, and sustained performance in the role.

The total cash range for this position in Austin is $224,000.00 to $313,500.00. Employees in this role have the potential to increase their pay up to $358,500.00, which is the top of the range, based on ongoing, demonstrated, and sustained performance in the role.

Starting pay for this role will vary based on multiple factors, including location, available budget, and an individual’s knowledge, skills, and experience. Pay ranges may be modified in the future.

Expedia Group is proud to offer a wide range of benefits to support employees and their families, including medical/dental/vision, paid time off, and an Employee Assistance Program. To fuel each employee’s passion for travel, we offer a wellness & travel reimbursement, travel discounts, and an International Airlines Travel Agent (IATAN) membership. View our full list of benefits.

Accommodation requests

If you need assistance with any part of the application or recruiting process due to a disability, or other physical or mental health conditions, please reach out to our Recruiting Accommodations Team through the Accommodation Request.

We are proud to be named as a Best Place to Work on Glassdoor in 2024 and be recognized for award-winning culture by organizations like Forbes, TIME, Disability:IN, and others.

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™. © 2024 Expedia, Inc. All rights reserved. Trademarks and logos are the property of their respective owners. CST: 2029030-50

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 with 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 careers.expediagroup.com/jobs.

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, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. This employer participates in E-Verify. The employer will provide the Social Security Administration (SSA) and, if necessary, the Department of Homeland Security (DHS) with information from each new employee's I-9 to confirm work authorization.