Skip to content
D
  • Builder
  • AI-Native Designer
  • Strategist

I'm Derek.

I turn ambiguous problems into shipped, measurable products.

Staff Product Designer who ships human-first, AI-driven products.

I care about the person on the other end of every product decision. That's been true whether I was creating an easier way to book a vacation rental, track an order, find the right vaccine, or get food to their car door faster. Ten years in, that hasn't changed — what has is the toolkit. Now AI is part of how I build, not just what I build on top of.

Brands I've worked with

  • Vrbo
  • Expedia Group
  • FedEx
  • ShopRunner
  • ADT
  • Albertsons
  • Safeway
  • Dove
  • Wellstar
  • Frontier
  • Pollo Tropical
  • OG&E
  • Christian Brothers Automotive
  • Ritchie Bros.
  • Expedia
  • Taco Cabana
  • Metronet
  • Charity Navigator
  • Hotels.com

01Selected work

Things I built
& shipped.

Three records from the crates. $63M recovered, 11.9B touchpoints reimagined, and a brand-new app shipped in six months.

02Skills

From the whiteboard to the codebase.

This job is a little like playing chess, being Sherlock Holmes, and serving as a therapist all at once. I frame the problem, design the experience, and build it — with AI woven into every step, from first question to shipped product.

The stack

What I actually work in, day to day — and how it all fits together.

  • Figma Make
  • User Research
  • Design Systems
  • Accessibility
  • Miro
  • GitHub
  • Agentic Workflows
  • Product Strategy
  • Cursor
  • Claude
  • Amplitude
  • Figma MCP
  • Figma
  • UserTesting
  • Claude Code
  • AI tools & workflows
  • Design & delivery tools
  • Practices

03About

Who's
Derek?

Derek Weinstein smiling in a studio office

Curious by default. I can zoom into the pixels and zoom out to the business model without losing either one.

I'm empathetic by nature, which is probably why I ended up in a field that's fundamentally about understanding what other people actually need. My entire life I've advocated for my sister, who has special needs, and that's shaped how I see my role: the products I work on reach millions of people, and designing for accessibility and inclusion is one way I make sure the design I lead improves humanity.

I'm a Staff Product Designer building AI-native products that make people's lives measurably easier. When I'm not working, you can find me fly fishing, snowboarding, traveling to new cities, and trying foods I may not know how to pronounce. If you want to talk about work, ideas, or travel, reach out.

Off the clock

  • Derek smiling in a patterned shirt, pointing up under red light
    Behind the decks
  • Derek fly fishing on a rocky canyon river
    On the river
  • Derek on a snowy summit holding his snowboard overhead
    First chair
  • Derek crouching on a grassy ledge above Machu Picchu
    Somewhere new

04References

In their words.

01 / 10
Derek is one of those rare designers who makes genuinely hard problems look easy—not because he simplifies them, but because he thinks at a level most people don't. During his time at Expedia Group, Derek led the UX for one of our most complex AI initiatives... The numbers were remarkable—90%+ reduction in time-to-market, 40%+ operational efficiency gains, $100M+ in combined revenue and cost impact—but what I remember most is how Derek earned trust across every team he touched.
SNScott NoblitHead of Experience Design @ Expedia

05Contact

Let's build
together.

Email
LinkedInConnect with me(opens in a new tab)