Structured AI

The AI drawing review platform for architects and engineers.

Structured AI builds AI agents that run QA/QC on construction drawings and models. Design engineers at architecture, engineering, and construction firms use our platform to automatically check their work against building codes, cross-disciplinary coordination issues, and their firm's own internal standards, the institutional knowledge that usually lives in senior engineers' heads.

We've raised $5m and are backed by Y Combinator, 20VC, Cherry Ventures, Airtree, and others. Top firms like Syska Hennessy Group, GPD Group, and Auld & White already run their drawing reviews through us, and our traction has been covered by Engineering News-Record, Forbes, The Wall Street Journal, and Business Insider.

You'd be our first sales hire. That means two things. Right now: you close, working directly with the founders on our biggest opportunities. Over time: as the enterprise motion proves out, this role grows into sales leadership. The playbooks, the culture, the standards every future hire learns from will carry your fingerprints. If that excites you more than a comfortable territory at an established company would, keep reading.

The opportunity

Founder-led sales has built a strong base of mid-market accounts with a repeatable motion: structured pilots, hard ROI numbers, fast closes. The next chapter is the top of the market, the largest global engineering and architecture practices, where demand for AI-driven QA is accelerating and deal sizes are an order of magnitude bigger. You'll own that segment alongside the founders and help turn it into the company's growth engine.

What you'll do

• Close. Run enterprise deals end to end: first conversation, multi-threaded stakeholder management, pilot design, security and procurement, commercial negotiation, signature
• Build executive relationships with digital leaders, chief engineers, and QA/standards owners at the largest firms in the industry
• Adapt our mid-market playbook for enterprise: longer cycles, bigger committees, phased multi-office rollouts, and document what works so it's repeatable
• Shape enterprise pricing and packaging with the founders as we learn what the largest firms need
• Help design the future revenue organization: org structure, hiring profiles, segment and territory logic, comp philosophy. You'll help draw the org chart you're positioned to run
• Represent us at industry conferences and customer visits in the US and UK alongside the founding team
• As the motion scales, help hire and shape the sales team, on the playbook you wrote

Who you are

• You've done this at a startup. This is the one non-negotiable. You've sold at an early-stage company (roughly seed to Series B, or sub-500 employees) where there was no brand, no inbound engine, and no enablement team. You know what it means to create pipeline from nothing and close deals on the strength of the product and your own credibility
• You've converted pilots into paying customers. You can point to a repeatable motion you ran: pilot scoped, value proven, contract signed, account expanded. We'll ask for specifics
• A track record of personally closing five, six, and seven figure B2B deals through multi-stakeholder cycles. We care about the proof, not the years
• You're a builder. You'd rather write the first playbook than optimize someone else's, and you want your fingerprints on how this company sells forever
• You're credible with a technical, conservative buyer: sharp enough to demo to a room of senior architects and deisgn engineers, commercial enough to negotiate with a CFO/CEO
• You want to carry the number yourself before you build a team, and you're honest with yourself about that
• Based in or willing to relocate to New York, with regular travel

Strong signals (debatable, unlike the above)

• Construction tech or AEC software background: early sales at companies like BuildOps, PermitFlow, Resolve, OpenSpace, Document Crunch, or similar, or vertical experience at Autodesk, Procore, Bentley, or Trimble
• Time at a large, respected enterprise vendor (Google, Microsoft, Autodesk, Oracle) combined with startup experience, so you carry brand-level polish without depending on brand-level air cover
• Existing relationships with digital, innovation, or engineering leadership at ENR 500 firms
• Experience selling AI or automation where the buyer is evaluating trust and accuracy, not just features

Why this role, at this company, right now

AEC is a trillion-dollar industry buying AI for the first time, and QA/QC is the wedge with the clearest ROI: errors caught before construction instead of after. We have paying customers, public proof, and capital. What we don't have is a sales organization, which means the first person in gets something almost impossible to find: real traction to sell against, a blank page to define how it's sold, and a leadership seat that's theirs to earn.

We care more about proof than pedigree. If you've built pipeline from nothing and converted pilots into paying customers, we want to talk, wherever you are in your career.

Your first 90 days

• Month 1: Learn the product cold, shadow every live deal, and take ownership of active pilots in flight. You'll run your first customer calls in week two, not month two
• Month 2: Own the pipeline. You're sourcing and running enterprise conversations end to end, and you've started documenting the playbook as you go
• Month 3: First group of pilots converted or in final contracting under your ownership, an enterprise pipeline you built yourself, and a v1 sales playbook the founders sign off on

We'll hold ourselves to the same standard: by day 90 you'll have full context, real authority over your deals, and a comp plan that reflects how enterprise cycles actually work.

Compensation:

• Base salary: $130,000 to $220,000, with OTE of $200,000 to $360,000, depending on experience and level. The top of this range is reserved for candidates bringing leadership-level experience into the founding seat
• A ramped year-one plan with a guaranteed draw while you build the enterprise pipeline. We know how long these cycles run and the plan reflects that
• Meaningful equity, sized for a first sales hire with a leadership trajectory