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Careers

Senior Product Designer

  • Full-Time
  • Chicago, IL
  • Product Design

$135,000 - $175,000 / year

Who we are

AwardSpring is an established, growing SaaS company that partners with hundreds of colleges, universities, and foundations across the US and Canada to award scholarships and manage their donors. We complete the virtuous cycle of giving, getting, and giving again, on a mature, multi-tenant platform, with a small, focused team.

About this role

You came up as a real designer, with genuine UX and visual craft, and you embraced agentic coding to become a builder who ships up and down the stack instead of throwing files over a wall. You run your own agent workflows, push the tooling past its defaults, and own whole surfaces end-to-end. If your best design-and-build work has been happening outside a job that boxed you into Figma, this is where it becomes the work.

How we work

We're an AI-native product team. Nearly 100% of the code in our product is AI-generated, and every IC (engineer, PM, designer) ships features end-to-end with agentic tooling. The lines between disciplines are intentionally blurred: PMs ship code, engineers make product calls, designers prototype in production. We hire for fluency in agentic development, not time in any one stack.

If you've been building this way on nights and weekends because your day job won't let you (rigid stack, no token budget, "that's not how we do things here"), this is the place where it's the actual job.

What you'll do

  • Own whole surfaces end-to-end, from design through production code
  • Run and refine your own agent workflows
  • Hold the craft bar high while shipping fast
  • Mentor newer builders

Who you are

  • Roughly 5–8 years of design with serious craft
  • Fluent building with agentic tooling, and you've built your own workflows and skills
  • Goes up and down the stack autonomously
  • Probably already the designer who codes where you are

What we give you

  • Top-tier AI tooling with unlimited token budgets
  • Day-one access to the latest models as they ship
  • A mature, multi-tenant production codebase with real users and real stakes
  • Health, dental, and vision insurance, 401(k) match, unlimited PTO, and paid parental leave

Our values

ACTION
Take initiative, be accountable, share what you know.
DETERMINATION
Simplify and improve, get past obstacles with creativity and persistence.
HUMANITY
Empathy and kindness in every interaction.
IMPROVEMENT
Grow daily, add value to clients and teammates.

A note on workspace

Hybrid, based in our West Loop / Fulton Market office in Chicago, roughly three days a week.

AI in our hiring

We use AI tools to assist in screening applications and assessing fit. Final hiring decisions are made by humans. Prefer a review without AI assistance? Email our hiring team at careers@awardspring.com to request it. It will not disadvantage you.

Equal Opportunity Employer

AwardSpring is an equal opportunity employer and hires without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. We're committed to an inclusive, harassment-free workplace.

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