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Henry AI (YC S24)

Head of Product Design

Henry AI (YC S24), New York, New York, us, 10261

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Henry AI

(growing 60% month over month) is looking for a razor-sharp UX designer who’s obsessed with turning ambitious, 0→1 product ideas into intuitive and elegant experiences for an AI native application. You’ll lead design across a fast-moving team where we ship to production and talk to users daily. If you thrive on ownership, sweat every detail from flow to feel, and love working face-to-face with builders, this is your shot.

What You’ll Do

Own the UX End-to-End – Start from scratch with founders and users, prototype in Figma, get user feedback on prototypes, and guide implementation alongside engineers. Shape a 0→1 Product – Craft flows for entirely new categories of software—where no clear pattern exists, and great UX makes or breaks the product. Prototype, Ship, Repeat – Move fast from wireframe to live UI. Test hypotheses daily, and learn from real customer behavior. Up-level the Team – Establish design patterns, critique work rigorously, and raise the bar for our product quality as a whole.

Must Haves

5+ years designing UX for customer-facing products. A portfolio that shows off your product sense and design craft—especially zero-to-one work. Experience collaborating directly with engineers to ship production software. Expertise in using Figma to design high fidelity mocks A strong POV on usability, UX writing, and design systems. Comfort working full-time from our NYC office—design discussions are better in person.

Nice to Haves

Experience designing AI-native workflows or LLM products. Prior 0→1 startup experience—owning ambiguity and wearing multiple hats. Commercial Real Estate knowledge

How We Work

Onsite in SoHo NYC office, 5 days per week No PMs, no red tape – You’ll work directly with founders, engineers, and users. You own the process – Sketch, test, refine, ship. Tiny, trusted, elite team – working shoulder-to-shoulder on changing an industry. Customer feedback in hours, not weeks – Expect UX feedback the same day you make a change.

About Us

Revenue is growing 60% month over month – we’re growing fast and building fast. >$50M valuation, years of runway – stable foundation, huge upside. LLM-native from the start – we don’t bolt AI on—we build with it at the core. Users rave about our product – this is your chance to design something people love.

Perks & Benefits

Competitive salary + meaningful equity Daily team lunch & dinner, plus snacks of your choice. Full medical, dental, and vision coverage.

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