Senior Digital Tipping Product Manager

Canary Technologies Corp•New York, NY

4d•$165,000 - $200,000

About The Position

Canary Technologies is hiring a Senior Product Manager to own the roadmap and delivery of 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 are accurately and compliantly transferred to staff through digital wallets, bank accounts, or payroll and remain synchronized with hotel HR and payroll systems. The Product Manager will partner with Product leadership and collaborate closely with engineering, design, finance, legal, customer success, sales, and go-to-market teams. The position combines product strategy and execution with payments and money movement, third-party integrations, enterprise customer rollouts, experimentation, metric-driven prioritization, and operational improvements. The role also involves research with guests, hotel staff, hotel leadership, and finance and HR teams, including understanding relevant tipping regulations.

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, pulling and analyzing data independently, and using data to make decisions.
Clear written and verbal communication skills and ability to keep engineering, finance, legal, and go-to-market partners aligned.
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.
Experience with B2B2C products serving businesses, their employees, and consumers at once.

Responsibilities

Own the Digital Tipping roadmap and day-to-day execution in partnership with Product leadership, covering the guest tipping experience, staff onboarding and wallets, payouts, and hotel administration and reporting.
Drive payments 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 integrations with UKG, Workday, and Dayforce, and help 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, including staff setup completion, scan-to-tip conversion, and guest touchpoints across QR, SMS, email, checkout, and brand apps.
Track and report on key product metrics, including tip volume, conversion, staff activation, payout reliability, and support volume, and use data to inform priorities.
Write clear requirements and work daily with engineering and design to ship high-quality features while keeping finance, legal, and go-to-market teams aligned on launches.
Identify and fix 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 their needs and the regulations around tipping.

Benefits

Unlimited paid time off.
Standard holidays and monthly company-wide Canary Days off for a guaranteed long weekend.
A dedicated birthday holiday.
Travel stipend to visit the team at its San Francisco, New York, or Dallas hubs.
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.
Dedicated learning stipend for professional development.
Cash bonus for successful hires through the referral program.
Performance-based bonus paid quarterly.
Stock option grant, subject to board approval.