NYC / Remote (US)

Product Engineer


March 2026, By Stacy Oentoro Ward

👋 WHO WE ARE

Skillit is the first AI labor platform purpose-built for construction. Our mission and vision is to scale the world’s craft so anything can be built, anywhere. 

Our platform helps unlock the workforce that builds America by solving the industry’s #1 challenge for 94% of contractors: access to skilled labor.

Skillit’s network of vetted craft workers and AI-powered tools transforms how teams source, screen, and schedule talent, driving radically greater efficiency while keeping human judgment at the heart of every hire.

Trusted by America’s top data center, infrastructure, and energy contractors and hundreds of thousands of the nation’s most skilled workers, Skillit is building the construction industry’s default AI hiring platform and the largest network of vetted craft workers in the world.

 👋 WHO WE’RE LOOKING FOR

We need a builder who thinks like a founder. Not an engineer who waits for specs — someone who sees a problem, decides what to build, designs it, ships it, and measures whether it moved revenue. All in the same week, sometimes the same day.

You'll have more autonomy than you've probably ever had. That should excite you, not scare you.

This is not a traditional engineering role. There is no product manager writing you tickets. There is no designer handing you Figma files. There is no sprint planning meeting where someone tells you what to work on.

You will look at a business problem — "recruiters can't message 50 candidates at once" or "we have no idea which marketing channel drives hires" — and you will figure out what to build, how it should look, how it should feel, and then build it. You'll ship it to real enterprise customers (DPR, Swinerton, Brasfield & Gorrie, Haskell) and iterate based on what happens.


You'll work with AI coding tools daily. We use whatever's best — Claude Code, Codex, Cursor, whatever just pulled ahead this week. The tools change fast and you're expected to stay on top of that. Traditional engineering timelines don't apply — a feature that used to take two weeks ships in two days. The bottleneck is no longer typing code. It's judgment: knowing what to build, why it matters, and whether it's good.

 👋 WHAT YOU’LL DO

Build full-stack product across a Rails 7.2 monolith with Tailwind and Stimulus.js, plus various AI integrations. Move between backend data modeling, frontend UX, infrastructure, and third-party integrations without needing someone to context-switch you.

Make product decisions. You'll evaluate your own work through the lens of "does this solve the user's actual problem elegantly?" not "does this match the spec?" You'll kill features mid-build if they're not working. You'll push back on requests that don't make sense.

Ship to enterprise customers. Our customers are large general contractors. They have real workflows, real expectations, and real revenue attached. What you build has to work, look professional, and feel polished. When you hand something to a teammate or a customer, it works. It doesn't come back three times for fixes. You take ownership of the outcome — not just the pull request.

Think about the business. Every feature connects to revenue. You should be able to articulate why what you're building matters for the path from $650K to $3M ARR. If you can't, you should be building something else. You also know what not to build — you won't propose optimizing a $300/month cost center when the company needs to 4x revenue. You have a sense of scale and what actually moves the needle.
Work with AI as a collaborator, not a toy. You're not "experimenting with AI." You're using agentic coding tools as your primary development environment. You've already made the cognitive shift from writing every line to directing, reviewing, and refining AI-generated output at high velocity. You stay current on what's best — if something new pulled ahead last week, you've already tried it. But here's the thing: you're the one accountable for what ships. If the AI gets the business logic wrong and you don't catch it, that's on you, not the tool.

👋 WHO YOU ARE

A generalist who's allergic to staying in one lane. You've done frontend. You've done backend. You've done infrastructure. You've thought about product positioning. You've probably built side projects that have nothing to do with your day job — a tool to solve your own problem, a weekend hack that turned into something real.

Someone with taste. You can look at a UI and know it's not good enough without being told. You care about polish, about the details, about how something feels to use. You don't ship things you wouldn't want to use yourself.

Opinionated but not stubborn. You form strong convictions quickly based on what you know. You'll argue for your position. But when someone shows you a better answer, you change your mind without ego.

Obsessively curious across an unreasonable range. You go deep on whatever you're interested in, master enough to be dangerous, then move to the next thing. Your interests probably seem unrelated to each other. That range is the point — it gives you pattern recognition that specialists don't have.

Autonomous to the core. You don't need check-ins, standups, or status meetings to stay productive. Point you at a problem and come back in a week — the problem is solved and you've probably identified two more worth solving. You also read the room — if the team is in a stability push, you're not pitching a migration. You match your energy to what the moment demands.
A pragmatist, not an idealist. You care about what actually works, not what's theoretically elegant. You'll take the 80% solution that ships today over the 100% solution that ships next month. You're skeptical of hype and biased toward evidence.

THIS ROLE IS NOT FOR YOU IF…

  • You prefer well-defined tasks with clear requirements and acceptance criteria

  • You need a product manager or designer to tell you what to build and how it should look

  • You identify as "backend" or "frontend" rather than "engineer"

  • You think shipping fast means shipping sloppy

  • You haven't used AI coding tools in your actual workflow (not just tried them once)

  • You optimize for code architecture over user outcomes

  • You want a large team with established processes, code review gates, and clear role boundaries

  • You're more comfortable executing someone else's vision than forming your own

  • You tend to propose technical improvements without asking "does this matter right now?"

  • You trust AI-generated code without deeply understanding what it's doing — especially on business logic

  • You've shipped things that needed to be fixed multiple times because you didn't verify the output before handing it off

⌨️TECH STACK

  • Rails 7.2 (monolith), Tailwind CSS, Stimulus.js, PostgreSQL, Redis, Sidekiq

  • AI-assisted development (Claude Code, Codex, Cursor — whatever's best right now)

  • OpenAI API, Twilio, Customer.io, Stripe, Segment, Amplitude

  • AWS infrastructure

Signals we're looking for

  • Side projects you've actually shipped (not just talked about)

  • Breadth of interests that seem unrelated to each other

  • Experience wearing every hat at a small company

  • A portfolio that shows taste — not just technical correctness

  • Comfort with ambiguity and incomplete information

  • Evidence of learning new domains fast and going deep

  • Strong opinions about product and design, not just code 

💛 INVESTING IN YOU

  • Generous equity grants

  • Health, vision & dental insurance

  • Unlimited paid vacation (& Birthdays off!)

  • Personal and professional skills development allowance

  • Personalized parental leave with full pay, vesting & benefits

💰 INVESTING IN ALL OF US

Our investors include the world’s leading venture funds including Bow Capital, Building Ventures and MetaProp Ventures. 

At Skillit, we are committed to hiring diverse talent of different backgrounds. Creating an inclusive workplace is a priority for us, and we stand firmly against discrimination based on race, gender identity, age, religion, sexual orientation, veteran or disability status, or any other protected class. As an equal opportunity employer, we encourage and welcome people of all backgrounds to apply.

EEO & Compensation Transparency 

Skillit is committed to pay transparency and equity among all employees and provides employees an environment where pay transparency and dialogue on compensation are allowed. Skillit complies with federal, state, and local laws on compensation, pay transparency, and pay equity. We take factors including geographic location, education, training, skillset, market rates, certifications, and more into consideration when constructing pay ranges for new and existing roles within our organization. The compensation range for this position is $130, 000 - $170, 000 base pay if you are based in New York.

At Skillit, we understand that diversity in the workplace is vital to a company’s success and growth. We strive to make sure that our team members are included and have a sense of belonging that makes us a great company to work with and a great company to work for. To that end, Skillit is committed to Equal Opportunity Employment and complies with all Equal Opportunity Employment laws. We will consider all qualified applicants without regard to race, religion, color, national origin, sex, gender identity, gender expression, sexual orientation, age, marital status, veteran status, or disability status. We will work to make reasonable accommodations available in the job application and interview process, to perform essential duties of the job function, and to retrieve other benefits and privileges of employment with our organization..

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