Head of Design
Leads design for Canary's hospitality platform, owning the design system, information hierarchy, and interaction principles for human and AI agent users. Requires 8+ years in product design, 3+ years leading teams, and expertise in scalable B2B SaaS design systems.
About the job
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
Qualifications
- 8+ years in Product Design with 3+ years leading teams directly. Experience operating in B2B or B2B2C SaaS preferred.
- 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. Familiarity with analytics tools.
- 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)
Skills
Figma, Design Systems, Accessibility, Ux Research, Analytics Tools, Tokens, Design Tokens, Prototyping, Information Architecture, Design Principles
Similar jobs
Product Design jobs
Chime
San Francisco, CA
Leads product design across Spending, Savings, and Investing, setting the visual and interaction quality bar while developing a high-performing design team. Partners with Product, Engineering, Research, Data, Content Design, and Brand leaders to create cohesive consumer financial experiences.
BuildOps
Los Angeles, CALeads the product design organization, setting design strategy, scaling the team, and shaping cohesive mobile and web experiences for enterprise SaaS products. Requires extensive product design leadership, strong UX/UI and systems thinking, and experience building high-performing teams.
Motive
San Francisco, CA
Leads product design strategy and a team of designers for a Fleet Management platform, driving user-centered experiences, design systems, and cross-functional product execution. Requires 10+ years of design experience, significant people leadership, and expertise with complex web and mobile products.
Replit
Foster City, CA
Leads the Product Design organization while remaining hands-on in product and interaction design, coaching designers and partnering closely with Product and Engineering. The role requires strong product judgment, design craft, technical fluency, and experience leading teams in high-growth technology environments.
Vanta
Remote
Leads the design strategy and product design organization for Vanta’s Risk product area, shaping enterprise and AI-powered workflows for complex risk management. Requires 10+ years of digital product design experience, 4+ years managing designers, and strong systems thinking across B2B SaaS products.