UXDX · New York · Oct 05, 2026
UXDX Community:Making and Building with AI — and What Comes Next
Date
Oct 05, 2026
14:00 - 16:00
Venue
Datadog
New York Times Building, 620 8th Avenue, 45th Floor, New York, NY 10018, USA
Format
In-Person
America/New_York
From
Register
Where product, design and engineering people meet to learn from real work.
UXDX New York starts with an intimate hands-on workshop at Spectrum from 2:00–4:00 pm, led by Chris Strahl, CEO of Knapsack. In “Measure What Your AI Really Knows About Your Design System,” participants will run live evals on their own design systems, learn how to detect AI drift before it ships and explore how to make conformance measurable at build time. The workshop is designed for approximately 20 people and participants should bring a laptop. The evening continues at Datadog from 5:30–8:30 pm with a programme focused on making and building with AI — and what comes next. Ethan Ye from OpenAI is confirmed to share what teams are learning as AI changes how products are imagined, designed and built, followed by a panel bringing together perspectives from across product, design and engineering. Drinks and networking continue on the Datadog rooftop until 9:30 pm.
Expect real case studies, candid lessons and a room of peers working through similar product-delivery challenges.
Hosted by
Ryan Leffel
Ambassador
Agenda
Mon5 Oct
Your design system is a contract. But when AI runs at design time, that contract breaks silently. AI invents 7 in 10 design decisions when conformance isn't measurable. In this two-hour sandbox, we'll show you how to detect drift before it ships, run live evals on your own design system, and get a roadmap for proving conformance at scale.
Takeaways:
- AI drift is invisible without instrumentation. Learn what to measure and why your eyeballs aren't enough.
- Design system governance lives where the compiler checks it. See how to shift conformance from a design review problem to a build-time problem.
- Conformance compounds. Higher conformance in round one means fewer invented patterns in round two, and each round pays down technical debt.
Your design system is a contract. But when AI runs at design time, that contract breaks silently. AI invents 7 in 10 design decisions when conformance isn't measurable. In this two-hour sandbox, we'll show you how to detect drift before it ships, run live evals on your own design system, and get a roadmap for proving conformance at scale.
Takeaways:
- AI drift is invisible without instrumentation. Learn what to measure and why your eyeballs aren't enough.
- Design system governance lives where the compiler checks it. See how to shift conformance from a design review problem to a build-time problem.
- Conformance compounds. Higher conformance in round one means fewer invented patterns in round two, and each round pays down technical debt.
Datadog
Community is one part of how UXDX helps teams build better products.
Local events help people learn from peers and build their network. The reports, ebooks and knowledge library turn those conversations into practical ideas teams can apply.
