Product Designer

AwardSpring • Chicago, IL

4d • Hybrid

About The Position

AI-native development changed engineering first, but it's changing design just as fast. The line between a Figma file and a shipped feature is collapsing - and we want designers who are already shipping on the production side of that line. If you've used AI prototyping tools to ship real interfaces, or you've been frustrated that your work too often dies in handoff, this role is what you've been waiting for. This is an individual contributor role on a small product team. You'll work directly with engineering and product on the same surface, ship into production, and report to the CTO. AwardSpring is an AI-native product team. Nearly 100% of the code in our product is AI-generated. Every IC on this team - engineer, PM, designer, builder - ships features end-to-end in our codebase using agentic tooling. The line between traditional disciplines is intentionally blurred: PMs ship code, engineers make product calls, designers prototype in production. We hire for fluency in agentic development, not for time spent in any specific stack. If you've used Claude Code, Cursor, or comparable tools to ship real software at production quality, you already speak our language.

Requirements

• You've used Claude Code, Cursor, AI prototyping tools, or comparable agentic tools to ship real product work — not just mocks.
• 3+ years shipping product design work that made it to production
• A portfolio that shows interaction, system, and craft thinking - not just visuals
• Strong opinions about what "good" looks like — design decisions and product decisions both
• Stack-agnostic; comfortable in unfamiliar codebases
• Comfortable presenting work to customers, executives, and peers

Responsibilities

• Ship UX, UI, and interaction work end-to-end across our products.
• Prototype in code (via agentic tooling), not just in Figma - designs that ship are designs that work in the real codebase
• Own the visual and interaction system for the surfaces you touch
• Push back when product framings are weak; propose tighter alternatives
• Stay close to users; let what you observe shape what you ship

Benefits

• Top-of-market AI tooling: Claude Max, Cursor, GitHub Copilot, and whatever ships next - your call, our budget
• Unlimited token budgets.
• Direct line to the latest models the day they release
• A mature, multi-tenant production codebase - real users, real stakes, real environments to ship in to
• Health, dental, vision, 401(k) match, unlimited PTO, paid parental leave

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed