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Salary: USD 165,000 - 200,000 / annual
Canary Technologies is the leading agentic AI platform for hotel and guest management, powering digital infrastructure for 20,000+ hotels across 125+ countries. Clients include Marriott International, Four Seasons, and Wyndham Hotels & Resorts. The company has raised nearly $200M and was recognized as a 2024-2025 Deloitte Technology Fast 500 company.
You will own the roadmap and day-to-day execution for Canary's Digital Tipping product—an award-winning platform enabling hotel guests to tip staff via their phones. The product has seen tip volume triple year-over-year and has won Best Digital Tipping Solution at HotelTechAwards three years running.
The role sits at the intersection of guest experience, payments, and workforce systems. You'll work with Product leadership to own the full loop: from a guest scanning a QR code or tapping a link to tip, through accurate money movement and compliance, to payouts reaching staff via digital wallets, bank accounts, or payroll integration.
Key responsibilities include:
- Owning the roadmap and execution for Digital Tipping across guest experience, staff onboarding, wallets, payouts, and hotel admin/reporting
- Driving payments and money-movement work with engineering and finance: payout integrations, wallet funding, reconciliation, ledger accuracy, fees, tax and compliance reporting (IRS tip reporting, PCI)
- Shipping and improving HR and payroll integrations (UKG, Workday, Dayforce), moving from bespoke enterprise integrations toward repeatable, self-serve capabilities
- Partnering with customer success and sales on enterprise rollouts with hotel brands and management companies, including brand-app integrations and complex staffing models
- Running initiatives and experiments to grow adoption and tip volume: staff setup completion, scan-to-tip conversion, guest touchpoints (QR, SMS, email, checkout, brand apps)
- Tracking and reporting key metrics: tip volume, conversion, staff activation, payout reliability, support volume; using data to inform priorities
- Writing clear requirements and working daily with engineering and design to ship high-quality features while keeping finance, legal, and go-to-market teams aligned
- Identifying and fixing operational friction and support load to enable scaling without manual work
- Conducting research with guests, hotel staff, finance/HR teams, and hotel leadership to understand needs and tipping regulations
REQUIREMENTS:
- 5+ years of product management experience, including owning a product area or major features with measurable business impact
- Experience with payments, fintech, payroll, or HR tech (money movement, payouts, ledgers, reconciliation, compliance-heavy products)
- Experience shipping integrations with third-party platforms; HRIS or payroll integrations a strong plus
- Comfort working with enterprise customers and cross-functional stakeholders; good judgment about when custom requests belong in core product
- Strong analytical skills: comfortable defining metrics, pulling and analyzing data, using data to make decisions
- Clear written and verbal communication; ability to keep engineering, finance, legal, and go-to-market partners aligned
- Ability to manage multiple projects and prioritize in a fast-paced environment
- Nice to have: hospitality or frontline-workforce experience, or B2B2C product experience serving businesses, employees, and consumers simultaneously
