Lessons From the DesignOps Journey of the World's Largest Travel Site
Summary
Launching a design operations practice is always a challenge, but when you’re the world’s largest travel site, with 490 million monthly visitors and content in 70+ languages, the complexity can seem insurmountable. In this session, Eniola Oluwole will share TripAdvisor’s journey from groups of disconnected design teams with very little process, multiple style guides and no standard toolset, to an integrated organization with a thriving design operations practice. Attendees will learn how to communicate the value of a design ops practice, evaluate design management tools, engage their team in the process and identify the right time to hire dedicated support.
Key Insights
-
•
Lack of a design lead for 1.5 years at TripAdvisor caused fragmented, siloed design efforts and multiple conflicting design systems.
-
•
TripAdvisor’s culture focused heavily on small optimizations yielding big revenue impact, which made teams resistant to broad changes and design system stability.
-
•
Design systems require clear governance, including accountability for pattern approval and an escalation path, which TripAdvisor developed with McKinsey.
-
•
Incentives like cash prizes helped initially motivate teams to contribute to the design system, but sustained engagement required deeper ownership.
-
•
A single source of truth for design patterns aligns designers, developers, and product managers and improves efficiency and collaboration.
-
•
Real-time communication channels like dedicated Slack groups serve as effective support desks, increasing clarity and responsiveness.
-
•
Design and engineering alignment is critical to achieve design-to-code parity, avoiding confusion and mismatched implementations.
-
•
Opening design reviews to project managers and researchers fosters cross-functional understanding and balances user experience and business goals.
-
•
Onboarding and education about what design systems are and their value is essential since many skilled professionals may never have used one at scale.
-
•
Sustaining change requires empowering others to champion initiatives, adapting messaging to different roles, rather than one lone advocate.
Notable Quotes
"TripAdvisor hasn’t had a design lead for about 1.5 years, leaving teams to work as individuals in silos with their own design systems."
"People saw small changes as having very large impact; a half-percent increase in conversion could mean 12 million dollars in revenue."
"Everyone wanted to know what the official pattern was, so they could have confidence that they were using the right one."
"The process was do what you want, I’m cool with that. Nobody really cared what others did, which created silos of indifference."
"We gave cash prizes for the best overall design pattern, most research, or most timely contributions to keep people engaged."
"It’s normal for people to say you failed, sometimes even in meetings you’re not in, but you shouldn’t let that stop you."
"72% of people surveyed had never used the design system before, showing a gap in understanding despite having skilled teams."
"People didn’t want explanations about how to use patterns; they felt designs were self-evident and wanted just examples."
"We stopped talking about patterns and consistency as it made me the ‘patterns guy’—instead, I shifted language to what different roles cared about."
"Once you have momentum, you need to enable others to broadcast your wins, or your efforts just become ‘one of the other things people have stopped caring about.’"
Or choose a question:
More Videos
"I made a snap decision that I needed a break and to leave because the constant reorganizations were exhausting."
Rachel GarbExit Interview #7: Facing a blank slate in retirement when constraints are all you’ve ever known
August 5, 2026
"In our desire to see the big table, we often forget that sometimes it’s more important not to seek validation at the table but to offer it to someone else."
Kit Unger Lada GorlenkoTheme 3 Intro
June 10, 2022
"Prompt injection attacks can trick AI agents into accessing private data like emails without the user realizing."
Heidi TrostWhen AI Becomes the User’s Point Person—and Point of Failure
August 7, 2025
"Working for large companies became frustrating because politics and procedures pulled me away from the research I love."
Kayla Farrell Chelsey Glasson Sean Fitzell Jared LeClercWhat It's Like To Be a User Researcher at Compass
March 12, 2021
"Only the pavement can teach you how to skate. You can’t just explain authenticity; people have to feel it."
Miles OrkinCreativity and Culture
November 8, 2018
"You have a strategy either by design or by default; most often, that default is doing whatever is most politically expedient or urgent."
Chris GeisonWhat is Research Strategy?
March 11, 2021
"We’ve seen self-service tool usage grow from hundreds to millions of veterans served monthly after launching a unified VA platform."
Shawna Hein Kevin HoffmanCreate a Cohesive Civic Design Practice Across Agency, Vendors, and Contracts
November 17, 2022
"What if you didn’t know there were important questions you should be asking in your data?"
Ian JohnsonLatent Scope: Finding structure in unstructured data
June 11, 2025
"You wanna capture all the mess, but you cannot operate in the mess. Leave a path back to the mess so details and signals remain available."
John CutlerThe Alignment Trap
November 29, 2023