Staff Designer - Design Systems

PermitFlow is redefining how America builds. We’re an applied AI company serving the nation’s builders, tackling one of the largest information challenges in the economy: understanding what can be built, where, and how. Our AI agent workforce helps the fastest-growing construction companies navigate everything from permitting and licensing to inspections and project closeouts – accelerating housing, clean-energy, and infrastructure development across the country. Despite being a $1.6T industry, construction still suffers from massive delays, wasted capital, and lost opportunity. PermitFlow has already delivered unprecedented speed, accuracy, and visibility to over $20B in development, helping contractors reduce compliance time, de-risk projects, and scale with confidence. As the U.S. enters a new capex supercycle across data centers, factories, housing, and renewables, joining PermitFlow means building the AI infrastructure at the core of every construction project driving the next wave of reindustrialization. We’ve raised over $90M, most recently completing our Series B, from top-tier investors including Accel, Kleiner Perkins, Initialized, Y Combinator, Felicis, and Altos Ventures, with backing from leaders at OpenAI, Google, Procore, ServiceTitan, Zillow, PlanGrid, and Uber. Our HQ is in New York City with a hybrid schedule (3 in-office days per week). We prefer NYC-based candidates or those open to relocation. About the Role We're hiring our first Design Systems Designer and Architect to build Cornerstone: the visual and interaction foundation that keeps design, engineering, and an increasingly AI-driven product moving as one. This isn't a maintenance role. You're establishing the standards PermitFlow's next stage of product complexity gets built on. We need someone who can hold the full system in their head and still catch a four-pixel misalignment without missing a beat, with real conviction about brand and visual quality baked into every call. You'll work side by side with frontend and platform engineering leadership to design, ship, and iterate on the components, patterns, and tokens the product runs on, and you'll have the mandate to grow a team around this practice as Cornerstone's footprint expands. How fast our teams can build, how consistently the product behaves, and how much trust our users place in high-stakes permitting, licensing, and inspection workflows all trace back to this foundation.

What You'll Do