Associate Product Manager

AwardSpring; Chicago (IL); On-site; USD 85,000 - 110,000; Full time

Benefits offered by this job

Unlimited AI tokens

Access to latest models

Full benefits package

Unlimited PTO

Parental leave

Job summary

AwardSpring is seeking an Associate Product Manager to join an AI-native product team in Chicago, IL. You will ship end-to-end product work with agentic tooling and work alongside senior builders.

You’ll learn the codebase quickly, get in front of customers early, and push on specs that don’t hold up to ensure fast, high-quality delivery.

Qualifications

• 0–2 years in product, software, or related field.
• Shipped something real with AI tooling.
• Genuinely curious about customers and product.
• Hungry to build and learn quickly.

Responsibilities

• Ship well-scoped product work end-to-end with agentic tooling.
• Learn the codebase and our agent workflows fast.
• Get in front of customers early.
• Push on specs that don’t hold up.

Skills

AI tooling

Product mindset

Customer empathy

Ship AI product

Job description

Careers

Associate Product Manager

• Full-Time
• Chicago, IL
• Product Management

$85,000 - $110,000 / 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've got real product instincts and you've started shipping with AI tools instead of just writing tickets. You want to build, not hand off specs, and go deeper than your current role allows. We care more about how fast you learn than how long you've been at it. You'll work next to senior builders who'll show you how we ship.

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 well-scoped product work end-to-end with agentic tooling and senior review
• Learn the codebase and our agent workflows fast
• Get in front of customers early
• Push on specs that don't hold up

Who you are

• 0–2 years in
• You've shipped something real with AI tooling, a side project or an internal tool, not just documented it
• Genuinely curious about customers and product
• Hungry to build

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

Lead with humanity. Genuine empathy for our team, our customers, and the students and donors they serve. That includes candor, saying the hard thing because you respect the person enough to say it.

Take smart risks. Urgency. Bold, informed bets before the picture is fully clear. Run the experiment instead of winning the debate.

Take pride in the process. Fast is the standard and thoughtfulness is non-negotiable. Eyes on the work you control, not the scoreboard.

Own the results. We measure everything. Accountability runs on data, not vibes, and we can tell the difference between an honest miss and a broken process.

A note on workspace

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

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.