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Head of Design

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Canary Technologies

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Location:
United States , New York

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Contract Type:
Not provided

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Salary:

200000.00 - 250000.00 USD / Year

Job Description:

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

Additional Information:

Job Posted:
January 30, 2026

Employment Type:
Fulltime
Work Type:
Hybrid work
Job Link Share:

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