Director of Product, Digital Guest Journey

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 Canary Technologies is transforming how hotels operate and how guests experience their stay. As a Director of Product, you will set a compelling multi‑year vision and turn bold ideas into durable outcomes for customers and the business. You’ll operate at the intersection of strategy and execution by creating clarity from ambiguity, rallying cross‑functional teams, and holding a high bar for product craft and reliability. You treat your portfolio like a business: own the KPIs, make focused bets, and iterate quickly based on what the data and customer truth reveal. If you love raising the bar, inspiring teams, and shipping work that changes trajectories, this role is for you. 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. Responsibilities Own the product strategy and multi-year roadmap for the Digital Guest Journey — defining what gets built, what doesn't, and why. Proactively diagnose high-impact opportunities by synthesizing signals from customers, data, sales, and the competitive landscape. Maintain direct, ongoing relationships with hotel operators and enterprise clients to shorten feedback loops and sharpen prioritization between formal research cycles. Translate product decisions into business narratives connecting product metrics to company-level outcomes including revenue, margin, and churn. Lead technical conversations with engineering and enterprise clients with precision, including system architecture, integration dependencies, and trade-offs. Drive execution and alignment across engineering, sales, customer success, and design around shared outcomes. Qualifications 10+ years of product management experience, with at least 2–3 years in a senior or director-level PM role at an enterprise SaaS company. A track record of proactively identifying high-impact problems — not just executing on a roadmap handed to you. The ability to narrate a product decision in business terms: what metric moved, what it meant for revenue, margin, or retention, and how you knew it mattered. Technical depth to explain how your product works under the hood — not just what it does — and lead conversations with engineers and enterprise clients at the right level of detail. Examples of driving cross-functional alignment without organizational authority, and staying personally accountable through launch, onboarding, and early adoption. Compensation Total cash compensation ranges from $275,000-$350,000. This role also includes a stock option grant, subject to board approval. Actual compensation will be commensurate with the candidate's skill level, experience, and specific work location.