Quick Overview
Job Description
Job Description
About Us
Think about your last hotel stay. Did you skip the front desk line with mobile check-in? Order a late-night snack with a tap on your phone? 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
.
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. 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.
We need someone obsessive about consistency, hierarchy, and systematic design who can establish principles that scale — not just across screens, but across a future where AI agents are primary users of our interfaces. The design system you build won't just guide human designers; it will be the contract that AI follows.
Define and enforce a unified design system across all Canary product surfaces — components, spacing, typography, color, layout patterns, and page-level templates
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
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
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.
~ 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.
Excited by the idea that your design system becomes the rulebook for AI agents building and operating UI
~ Compensation
Target cash compensation ranges from
$250,000-$290,000 , including a fixed annual salary and a performance-based bonus paid quarterly. This role also includes a stock option grant, subject to board approval. Holidays + Canary Days:
Standard holidays plus monthly company-wide days off for a guaranteed long weekend.
Birthday Holiday
Travel & Office Flexibility
Office Exchange:
A travel stipend to visit the team in person at our SF, NY, or Dallas hubs.
Canary Hotel Experience
Staying at a Canary hotel?
Preferred Hotels Discount
Enjoy a minimum 30% off the best available rate at select partner hotels globally.
Growth & Community
Self Improvement Club:
A monthly budget to help you smash your personal goals.
Professional Development
Help us grow the flock and score a cash bonus for successful hires. We recruit, employ, train, compensate and promote talent regardless of race, religion, ethnicity, national origin, citizenship, gender, gender identity, sexual orientation, age, veteran status, disability, genetic information or any other protected characteristic.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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