Senior Digital Tipping Product Manager

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 Hotel Tech Awards , 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 ever.

We're growing quickly, and we're looking for people who are passionate about their work, want to grow with us and are ready to take on more responsibility along the way. We value rigor and velocity in equal measure: high standards, fast pace, real ownership. If that's the environment you're looking for, this is the place for you.

Come join us! Let’s shape the future of hospitality together.

We’re looking for a Senior Product Manager to drive Canary’s Digital Tipping product, the award-winning platform that lets hotel guests tip and thank staff from their phones. Housekeepers, valets, bell staff and others have long missed out on tips because guests no longer carry cash. Digital Tipping changes that and puts meaningful income and recognition in the hands of the people who make hotel stays great.

Tip volume has more than tripled year over year, and we’ve been named Best Digital Tipping Solution in the Hotel Tech Awards  three years running.

This role sits where guest experience, payments and workforce systems meet. A guest scans a QR code or taps a link and tips in seconds. Behind that moment, money has to move accurately and in compliance. It has to reach staff through digital wallets, bank accounts or payroll, and it has to stay in sync with the HR and payroll systems that hotels and management companies run on.

Working closely with Product leadership, you’ll own the roadmap and delivery across that loop, from the guest’s first tap to the payout in a staff member’s account.

• Own the roadmap and day-to-day execution for Digital Tipping, in partnership with Product leadership, across the guest tipping experience, staff onboarding and wallets, payouts, and hotel admin and reporting.
• Drive payments and money-movement work with engineering and finance: payout partner integrations, wallet funding and reconciliation, ledger accuracy, fees, and tax and compliance reporting (e.g., IRS tip reporting, PCI).
• Ship and improve HR and payroll integrations (e.g., UKG, Workday, Dayforce), helping move bespoke enterprise integrations toward repeatable, self-serve capabilities.
• Partner with customer success and sales on enterprise rollouts with hotel brands and management companies, including brand-app integrations, brand standards and complex staffing models such as contract workers.
• Run initiatives and experiments to grow adoption and tip volume: staff setup completion, scan-to-tip conversion, and guest touchpoints in use (QR, SMS, email, checkout, brand apps).
• Track and report on the product’s key…