Tech Stack
Job Description, Responsibilities & Requirements
About the Position
Head of Product Design
New York, NY
Full Time / Hybrid
About Us
Canary Technologies is revolutionizing the hospitality industry with our AI-powered software platform. Trusted by over 20,000 hoteliers in 100+ countries, we empower hotels to work smarter and delight their guests. Our major clients include Wyndham, Marriott, IHG, Four Seasons, Rosewood, and Best Western.
Canary was recognized as a 2024 Deloitte Technology Fast 500™ company, a Most Innovative Company by Fast Company, and a HotelTechReport Best Place to Work. We are backed by leading Silicon Valley investors such as Y Combinator, F-Prime, Brighton Park Capital, and Insight Partners.
Join us in shaping the future of hospitality!
About the Role
Canary Technologies is seeking a Head of Product Design to lead the design system, information hierarchy, and interaction principles for our platform. This role is unique as it involves creating a design language that AI agents will follow, not just for human users but also for AI agents that will increasingly operate our interfaces.
As our product surface expands across check-in, messaging, upsells, voice, and more, we need someone who is passionate about consistency, hierarchy, and systematic design. You will establish principles that scale across screens and prepare for a future where AI agents are primary users of our interfaces. The design system you build will guide human designers and serve as the contract that AI follows.
Responsibilities
- Define and enforce a unified design system across all Canary product surfaces, including components, spacing, typography, color, layout patterns, and page-level templates.
- Establish clear information hierarchy standards to ensure every page communicates priority, status, and action without ambiguity.
- Build design principles that are 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 standards without human review.
- Audit existing surfaces and drive convergence toward a single coherent system.
- Partner closely with engineering and product to make the design system the source of truth.
- Think deeply about how AI agents interact with and present Canary's UI, and design for that as a first-class use case.
Requirements
- 8+ years in Product Design with 3+ years leading teams directly. Experience in B2B or B2B2C SaaS is preferred.
- Portfolio demonstrating end-to-end systems thinking, exceptional product craft, and shipped work at scale across web and mobile.
- Proven ability to recruit, develop, and retain diverse design talent. Strength in feedback, coaching, and organizational 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).
We Offer
- 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. Actual compensation will be commensurate with the candidate's skill level, experience, and specific work location.
- Canary Days: Each month, we provide company-wide days off to ensure there is at least one extended weekend or day off.
- Self Improvement Club: We meet each month and share personal goals for the month. Each individual is provided a budget towards any purchases that help achieve these goals.
- Professional Development Chats: We provide a budget to help drive cross-functional professional development conversations across the organization.
- Travel Reimbursement: Team members can visit our offices in New York, San Francisco, or Dallas and receive a travel stipend. Spend time working with the team in their office and explore a new city!
- Personal Travel Reimbursement: If you stay at a hotel that Canary works with, we provide a credit towards your stay.
About the Company
Canary Technologies is an equal opportunity employer. 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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