About Us
Canary Technologies is changing the game for hotels with modern software powered by Canarys hospitality-specific AI platform.
Canary is utilized by 20000 hoteliers in 100 countries to equip hoteliers with the technology they need to work smarter and wow their guests. Major hotel brands such as Wyndham Marriott IHG Four Seasons Rosewood and Best Western trust Canary to deliver results.
Canary was named a 2024 Deloitte Technology Fast 500 company a Most Innovative Company by Fast Company and a HotelTechReport Best Place to Work and is backed by top Silicon Valley investors like Y Combinator F-Prime Brighton Park Capital and Insight Partners.
Join us in shaping the future of hospitality!
About the Role
Canary Technologies is hiring a Head of Design to own the design system information hierarchy and interaction principles that govern every surface of Canarys 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. Youre not just making a dashboard pretty youre defining the rules of interaction for a platform where AI is increasingly the operator. Thats a new kind of design leadership and we want someone who sees it that way.
Canarys product surface is expanding fast across checkin messaging upsells voice and more. 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 wont just guide human designers; it will be the contract that AI follows.
Responsibilities
- Define and enforce a unified design system across all Canary product surfaces components spacing typography color layout patterns and page-level templates
- Establish clear information hierarchy standards so every page communicates priority status and action with zero ambiguity
- 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
- Audit existing surfaces ruthlessly and drive convergence toward a single coherent system
- 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 Canarys UI and design for that as a first-class use case
Qualifications
- 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.
- 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)
$250000 - $290000 a year
The expected total cash compensation range for this role is $250000 - $290000. This figure includes a competitive base salary and a performance-based bonus that is paid quarterly. This role may also include the opportunity to earn equity. Compensation is subject to standard withholding and applicable taxes. Actual compensation will be commensurate with the candidates skill level experience and specific work location.
We also work hard to ensure Canary is a fun and exciting place to work! Here are some of the additional benefits:
Canary Days: As a company we want to ensure that the team has time to recharge. 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 our personal goals for the individual is provided a budget towards any purchases that help us achieve these goals.
Professional Development Chats: We provide budget to help drive cross functional professional development conversations across the organization.
Travel Reimbursement: Team members are able to visit our offices across New York San Francisco or Dallas when they choose and are provided a travel stipend for doing so. Spend time working with the team in their office and use the rest of your time exploring a new city!
Personal Travel Reimbursement:If you stay at a hotel that Canary works with we provide a credit towards your stay.
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. 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.
Required Experience:
Director
About UsCanary Technologies is changing the game for hotels with modern software powered by Canarys hospitality-specific AI platform.Canary is utilized by 20000 hoteliers in 100 countries to equip hoteliers with the technology they need to work smarter and wow their guests. Major hotel brands such a...
About Us
Canary Technologies is changing the game for hotels with modern software powered by Canarys hospitality-specific AI platform.
Canary is utilized by 20000 hoteliers in 100 countries to equip hoteliers with the technology they need to work smarter and wow their guests. Major hotel brands such as Wyndham Marriott IHG Four Seasons Rosewood and Best Western trust Canary to deliver results.
Canary was named a 2024 Deloitte Technology Fast 500 company a Most Innovative Company by Fast Company and a HotelTechReport Best Place to Work and is backed by top Silicon Valley investors like Y Combinator F-Prime Brighton Park Capital and Insight Partners.
Join us in shaping the future of hospitality!
About the Role
Canary Technologies is hiring a Head of Design to own the design system information hierarchy and interaction principles that govern every surface of Canarys 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. Youre not just making a dashboard pretty youre defining the rules of interaction for a platform where AI is increasingly the operator. Thats a new kind of design leadership and we want someone who sees it that way.
Canarys product surface is expanding fast across checkin messaging upsells voice and more. 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 wont just guide human designers; it will be the contract that AI follows.
Responsibilities
- Define and enforce a unified design system across all Canary product surfaces components spacing typography color layout patterns and page-level templates
- Establish clear information hierarchy standards so every page communicates priority status and action with zero ambiguity
- 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
- Audit existing surfaces ruthlessly and drive convergence toward a single coherent system
- 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 Canarys UI and design for that as a first-class use case
Qualifications
- 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.
- 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)
$250000 - $290000 a year
The expected total cash compensation range for this role is $250000 - $290000. This figure includes a competitive base salary and a performance-based bonus that is paid quarterly. This role may also include the opportunity to earn equity. Compensation is subject to standard withholding and applicable taxes. Actual compensation will be commensurate with the candidates skill level experience and specific work location.
We also work hard to ensure Canary is a fun and exciting place to work! Here are some of the additional benefits:
Canary Days: As a company we want to ensure that the team has time to recharge. 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 our personal goals for the individual is provided a budget towards any purchases that help us achieve these goals.
Professional Development Chats: We provide budget to help drive cross functional professional development conversations across the organization.
Travel Reimbursement: Team members are able to visit our offices across New York San Francisco or Dallas when they choose and are provided a travel stipend for doing so. Spend time working with the team in their office and use the rest of your time exploring a new city!
Personal Travel Reimbursement:If you stay at a hotel that Canary works with we provide a credit towards your stay.
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. 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.
Required Experience:
Director
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