Head of Product Design

Canary Technologies is hiring a Head of Product Design to own the design system, information hierarchy, and interaction principles that govern every surface of Canary's platform — for human users and AI agents alike. Most design system roles are about consistency for humans. This one is about building the design language that AI agents obey. You're not just making a dashboard pretty — you're defining the rules of interaction for a platform where AI is increasingly the operator. That's a new kind of design leadership, and we want someone who sees it that way.

Responsibilities

Define and enforce a unified design system across all Canary product surfaces — components, spacing, typography, color, layout patterns, and page-level templates; Establish clear information hierarchy standards so every page communicates priority, status, and action with zero ambiguity; Build design principles rigid enough to be programmatically enforced and flexible enough to serve diverse hospitality workflows; Create specifications precise enough that AI coding agents can generate UI that meets your bar without human review; Audit existing surfaces ruthlessly and drive convergence toward a single coherent system; Partner closely with engineering and product to make the design system the source of truth — not a side artifact; Think deeply about how AI agents (voice, chat, autonomous) interact with and present Canary's UI, and design for that as a first-class use case

Requirements

8+ years in Product Design with 3+ years leading teams directly; Portfolio demonstrating end-to-end systems thinking, exceptional product craft, and shipped work at scale across web and mobile is essential; Proven ability to recruit, develop, and retain diverse design talent. Strength in feedback, coaching, and org-building; Strong partner to Product and Engineering. Comfortable in ambiguity, rapid iteration, and enterprise constraints; Inspired by companies like Rippling, Linear, or Stripe where systematic design creates product clarity; Fluency in design systems, accessibility, UX research methods, and experimentation; Excited by the idea that your design system becomes the rulebook for AI agents building and operating UI; Meticulous, opinionated, and able to hold the line on standards while moving fast; Comfortable being both hands-on (Figma, tokens, specs) and strategic (principles, governance, cross-pod alignment)

Nice to have

Experience operating in B2B or B2B2C SaaS; Familiarity with analytics tools

Benefits

Canary Days; Self Improvement Club; Professional Development Chats; Travel Reimbursement; Personal Travel Reimbursement; Stock option grant