Kiosk Implementation Specialist

About Us

Canary Technologies is changing the game for hotels with modern software powered by Canary's hospitality-specific AI platform.

Canary is utilized by 20,000+ 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

You'll be the cornerstone of our kiosk activation strategy, leading on-site deployments across North America and occasionally EMEA. Your deep understanding of hotel operations will be invaluable as you analyze reservation data to ensure our kiosks handle every scenario - from simple walk-ins to complex group blocks with routing rules. Working closely with our engineering and customer success teams, you'll translate the intricacies of hotel workflows into product requirements and configurations that actually work in the real world. This means getting hands-on with Opera PMS settings, testing kiosk hardware in our New York office, and being on-site during critical go-lives to ensure smooth implementations. You'll develop the playbooks that allow us to scale across different brands and property types, while training hotel staff to confidently support the technology. Most importantly, you'll be our eyes and ears in the field, helping us understand what hotels really need versus what we think they need.

Why This Role Matters

This position is critical to Canary's mission of transforming the guest experience. You'll be the architect of our kiosk deployment strategy, directly impacting thousands of hotels and millions of guests. Your unique combination of operational expertise and technical acumen will shape how the hospitality industry adopts self-service technology.

Location & Travel

This is a hybrid role based in our New York office. You'll need to be on-site regularly to work with our hardware lab, collaborate with engineering teams, and manage pre-deployment configurations. Expect 40-50% travel to hotel properties across North America with occasional trips to EMEA.

• Lead Onboarding Execution: Own and drive the end-to-end onboarding process for kiosk properties—from qualification through post-go-live support.
• Conduct Property Qualification: Collaborate with Customer Success & Engineering to complete technical qualification questionnaires, assess Opera PMS readiness, and participate in go/no-go decisions.
• Configure and Pair Hardware: Set up iPads, key encoders, and payment terminals for each hotel. Work closely with the PMS integrations team to meet this goal.
• Manage Hardware Shipments: Coordinate kiosk hardware logistics. In the interim (prior to finalizing a logistics vendor), own the shipping process including packaging, configuration validation, and delivery tracking.
• Deploy On-Site: Travel to hotel properties for kiosk deployments, lead on-site setup, run test reservations, and ensure successful end-to-end check-in flow with live guests.
• Train Hotel Staff: Deliver hands-on training during onsite visits using our standard operating procedures (SOPs). Ensure hotel teams are confident in using and supporting the kiosk post-deployment.
• Validate Real-World Readiness: Use tools like the Reservations Visualizer to inspect live reservation data to configure the Kiosk correctly and advise the hotel on operational practices (e.g., group blocks, multiple folios, routing rules, handling OTA virtual cards, night audit processes).
• Surface Product Feedback: Document gaps, issues, and suggestions from the field. Work closely with Engineering and Product to translate hotel operations insights into actionable product improvements.

• 4+ years of hands-on hotel operations experience as a Front Desk Agent, Front Desk Manager, Director of Rooms or General Manager.
• Expert-level proficiency in Opera PMS as a power user with mastery of operations across all departments (front desk, housekeeping, accounting, reservations, night audit). You should be comfortable performing complex operations like managing shared reservations, setting up routing rules, handling multiple folios, processing refunds, and configuring rate codes. Deep understanding of hotel payment workflows is essential - including authorizations, settlements, deposit handling, and reconciliation processes.
• Experience handling the full spectrum of hotel scenarios including group blocks, room sharing, split payments, comp stays, day-use reservations, walk-ins, and complex corporate billing arrangements. You should have knowledge of hotel industry standards and brand requirements for guest check-in/check-out procedures, plus familiarity with common hotel integrations like key card systems, payment terminals, and channel managers.
• Comfortable adopting modern tech tools and workflows (Slack, Notion, documentation platforms) with the ability to communicate effectively with engineering and product teams.
• Outstanding communication skills to work with stakeholders ranging from hotel staff to executive leadership
• Ability to travel 40-50% of the time for on-site implementations
• Experience with other PMS systems (Maestro, Infor, StayNTouch, Synxis) or hotel technology systems (Channel Managers, Revenue Management Systems, CRS)
• Certification in Opera PMS or other hotel systems
• Experience training hotel staff on new technology implementations

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 month. Each 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.