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Canary Technologies is transforming how hotels operate and how guests experience their stay. As Head of Design, you will set a compelling multi‑year design vision and turn bold ideas into durable outcomes that customers feel and the business can measure. You’ll operate at the intersection of strategy and execution: creating clarity from ambiguity, rallying cross‑functional teams, and holding a high bar for craft, accessibility, and reliability. You will treat our design portfolio like a business by owning the KPIs, making focused bets, and iterating quickly based on customer truth and data. If you love raising the bar, inspiring teams, and shipping work that changes trajectories, this role is for you.
Job Responsibility:
Own the end-to-end design strategy across product surfaces spanning Arrivals & Departures, Guest Communications, Payments, and Mobile
Build, mentor, and manage a high-performing team of designers and researchers
Establish clear career paths and a strong design culture
Define and evolve Canary’s design system and component libraries across web and mobile
Ensure consistency, quality, and velocity
Partner with PM and Eng leads to shape problem definition, roadmap, and scoping for initiatives
Drive clarity and outcomes
Raise quality through strong critique, design reviews, and mechanisms for usability, accessibility, and brand expression
Lead research and discovery to deeply understand guest, staff, and enterprise stakeholder needs, translating insights into clear product decisions
Collaborate with Enterprise and Customer Success teams to support chain-wide rollouts and brand standards for global hotel groups
Establish operational practices for design planning, capacity, and measurement
Instrument the experience to quantify impact
Represent Design in exec forums
Communicate strategy, tradeoffs, and results with clear narratives and artifacts
Requirements:
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
Fluency in design systems, accessibility, UX research methods, and experimentation
Familiarity with analytics tools
Excellent written and verbal communication
Able to align executives and cross-functional partners around crisp narratives and metrics
Nice to have:
Experience in hospitality, payments, messaging, or mobile SDKs
Global or multi-brand experience across EMEA/APAC
What we offer:
Canary Days: company wide days off each month
Self Improvement Club: monthly budget for personal goals
Professional Development Chats: budget for cross functional professional development
Travel Reimbursement: stipend for visiting offices in New York, San Francisco or Dallas
Personal Travel Reimbursement: credit for stays at hotels that Canary works with