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 ship complex, high-value features end-to-end, with agentic tooling as your primary interface to the codebase. You make the technical calls on what you own, push back when a spec is wrong, and stay close to the customers who depend on it. You don't wait for groomed tickets, you take a problem and go.
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
- Ship complex features end-to-end across our products
- Drive the technical decisions for the systems you own
- Push back on weak specs and propose the better version
- Keep a direct line to customers and peers
Who you are
- 3+ years shipping production software, now doing it with Claude Code, Cursor, or comparable tools
- Comfortable in unfamiliar code
- Strong opinions about quality in product and craft
- Can hold your own with customers and executives
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.