Head of Product Design, Research & Content · Xometry
Eniola Oluwole
I lead experience design and research for growing and global companies.
For 25 years I’ve built and rebuilt design organizations at companies like Gap, Tripadvisor, and Northwestern Mutual. Right now I’m leading Xometry’s shift to AI-assisted design.
Outcomes
+6%
Conversion rate
Gap Inc.
9 → 1
Design systems unified
Tripadvisor
+153%
More mailers ordered by agents, year over year
MassMutual
Selected work
Xometry · 2026–now
Leading the shift to AI-assisted UX
Built an AI-assisted design workflow from scratch and won Design a formal quality-gate role in Xometry’s AI-SDLC.
Head of Product Design, Research & Content
Gap Inc. · 2022–2024
Optimizing the commerce experience
An end-to-end funnel redesign across Gap, Old Navy, Banana Republic, and Athleta: +6% conversion rate and +16% add-to-bag.
Global Head of UX, Design & Research
Tripadvisor · 2017–2019
Brand update, product optimization, and social travel
Unified 9 business-unit design systems into one, consolidated 20+ libraries, and relaunched the brand (+10 pts consideration).
Head of Brand & Product Design
Hello Tractor × Rippleworks
Service design for farmers and tractor owners
Redesigned the booking and support touchpoints that connect farmers, tractor owners, and support staff.
Service design and product coaching
How I lead
01
Set a long-term vision
Multi-year experience strategies that tie company vision to measurable outcomes, with design, product, and engineering on one roadmap.
02
Build AI-native teams
I work in AI-native tools alongside my teams and build the workflows, quality gates, and measurement that let them ship faster.
03
Decide with evidence
Experiments, analytics, and research ground the big calls, so experience quality becomes something the business can see and track.
04
Rebuild teams under pressure
I’ve rebuilt design orgs through reductions and leadership gaps, turning fragmented groups into goal-oriented teams that deliver.
Experience
2026–now
Head of Product Design, Research & Content · Xometry
2025
Head of Design, User Experience & Research · Maven AGI
2024–2025
VP, User Experience, Product Design & Research · Northwestern Mutual
2022–2024
Global Head of User Experience, Design & Research · Gap Inc.
2019–2022
Chief Strategy & Experience Officer · Velir
2017–2019
Head of Brand & Product Design · Tripadvisor
2013–2017
SVP, Experience Design · Genuine
Talks & writing
Scaling Design →
Growing a product design team when requests, resource needs, and responsibility grow exponentially.
Succeeding with Customer Experience →
Pathways and methods that boost customer experience efforts.
From Concept to Launch →
The new dynamics of AI product innovation.
Let’s talk
I’m always glad to connect with other design leaders, especially those working where AI meets product experience.