Senior Product Engineer

AwardSpring; Chicago (IL); On-site; USD 135,000 - 175,000; Full time

Benefits offered by this job

Top-tier AI tooling with unlimited tok

Health, dental, and vision insurance

401(k) match

Unlimited PTO

Job summary

AwardSpring is seeking a Senior Product Engineer in Chicago, IL to own significant areas from problem to production. You will run agent workflows, push for higher performance, and make autonomous product and design calls while mentoring newer engineers.

Join an AI-native product team that ships features end-to-end with agentic tooling and a mature, multi-tenant platform. This position is based in Chicago with hybrid work and equity in a fast-growing SaaS company.

Qualifications

• 5–8 years engineering experience, fluent and fast with agentic tooling
• Experience building agents, skills, and workflows and forming opinions about setup
• Autonomous on product and design calls
• Pioneer pushing AI-native practice in current environment

Responsibilities

• Own significant areas end-to-end, from problem to production
• Run and refine your own agent workflows and raise the team's bar
• Make product and design judgment calls autonomously for your area
• Mentor newer builders

Job description

Senior Product Engineer

• Full-Time
• Chicago, IL
• Product Engineering

$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're a serious AI-native engineer. You run agents daily, you've built workflows and probably a skill or two of your own, and you push the tooling past its defaults. You own whole areas end-to-end and make sound product and design calls without a net. You're not a designer, but your instincts are good enough to run autonomously. If you've been doing your best work outside your day job because your environment can't keep up, 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 significant areas end-to-end, problem to production
• Run and refine your own agent workflows, and raise the team's bar
• Make the product and design judgment calls your area needs, autonomously
• Mentor newer builders

Who you are

• Roughly 5–8 years engineering, now fluent and fast with agentic tooling
• You've built your own agents, skills, and workflows, and have opinions about your setup
• Autonomous on product and design calls
• Probably already the person pushing AI-native practice 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

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.