Canary's award-winning hospitality software improves the guest experience, streamlines operations and boosts revenue. Trusted by 20,000+ hotels worldwide. Backed by Insight and Y Combinator.
About the role
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.
What they're looking for
- 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
- You are 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
More about this role
Think about your last hotel stay. Did you skip the front desk line with mobile check-in? Message the staff for extra pillows? Order a late-night snack with a tap on your phone? Then you’ve likely run into Canary in the wild.
Canary Technologies is the leading agentic AI platform for hotel and guest management, powering the digital infrastructure for more than 20,000 hotels in 125+ countries. The world's most renowned hospitality brands, including Marriott International, Four Seasons and Wyndham Hotels & Resorts, partner with us to increase revenue, improve operations and elevate the guest experience.
We’ve executed the largest deployment of autonomous AI systems in hospitality, building technology that fundamentally redefines how guests and hotels interact. It’s made us one of the top-funded hotel technology companies in the world, with nearly $200M raised to date.
Canary has been recognized as a 2024 and 2025 Deloitte Technology Fast 500™ company, Inc. 5000 fastest-growing company, and swept the 2026 HotelTechAwards , including Best Place to Work, #1 Guest Experience Platform, and the Hotelier’s Choice Award . We’re scaling our team to bring innovation to life faster than...
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