Senior Digital Tipping Product Manager

Canary Technologies Corp•New York, NY

About The Position

Canary Technologies is hiring a Senior Product Manager to own the roadmap and day-to-day execution for its Digital Tipping product, which enables hotel guests to tip staff from their phones. The role spans the guest tipping experience, staff onboarding and wallets, payouts, and hotel administration and reporting. It works at the intersection of guest experience, payments, and workforce systems, ensuring tips move accurately and compliantly to staff through digital wallets, bank accounts, or payroll and remain synchronized with hotel HR and payroll systems. Working with Product leadership, engineering, design, finance, legal, customer success, sales, and go-to-market partners, the Senior Product Manager will deliver product improvements, integrations, enterprise rollouts, and experiments to increase adoption and tip volume. The role also uses product metrics and customer research to guide priorities and addresses operational friction so the product can scale without increasing manual work.

Requirements

At least 5 years of product management experience, including ownership of a product area or major features with measurable business impact.
Experience with payments, fintech, payroll, or HR technology, such as money movement, payouts, ledgers and reconciliation, or compliance-heavy products.
Experience shipping integrations with third-party platforms.
Comfort working with enterprise customers and cross-functional stakeholders, with good judgment about whether custom requests belong in the core product.
Strong analytical skills, including defining metrics, independently pulling and analyzing data, and using it to make decisions.
Clear written and verbal communication skills, including the ability to align engineering, finance, legal, and go-to-market partners.
Ability to manage several projects at once and prioritize in a fast-paced environment.

Nice To Haves

Experience with HRIS or payroll integrations.
Hospitality or frontline-workforce experience, or experience with B2B2C products serving businesses, their employees, and consumers.

Responsibilities

Own the Digital Tipping roadmap and day-to-day execution in partnership with Product leadership, covering guest tipping, staff onboarding and wallets, payouts, and hotel administration and reporting.
Drive payment and money-movement work with engineering and finance, including payout partner integrations, wallet funding and reconciliation, ledger accuracy, fees, and tax and compliance reporting such as IRS tip reporting and PCI.
Ship and improve HR and payroll integrations, including platforms such as UKG, Workday, and Dayforce, and help make bespoke enterprise integrations repeatable and self-service.
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 increase adoption and tip volume, improving staff setup completion, scan-to-tip conversion, and guest touchpoints such as QR, SMS, email, checkout, and brand apps.
Track and report product metrics, including tip volume, conversion, staff activation, payout reliability, and support volume, and use the data to inform priorities.
Write clear requirements and work daily with engineering and design to ship high-quality features while aligning finance, legal, and go-to-market teams on launches.
Identify and resolve sources of operational friction and support load so the product can scale without adding manual work.
Conduct research with guests, hotel staff, finance and HR teams, and hotel leadership to understand needs and regulations related to tipping.

Benefits

Unlimited paid time off.
Standard holidays and monthly company-wide days off for a guaranteed long weekend.
Birthday holiday.
Travel stipend to visit team hubs in San Francisco, New York, or Dallas.
Credit toward a stay at a Canary hotel.
At least 30% off the best available rate at select partner hotels globally.
Monthly budget for the Self Improvement Club.
Professional development learning stipend.
Referral program with a cash bonus for successful hires.
Stock option grant, subject to board approval.
Quarterly performance-based bonus.