Director of Product, Digital Guest Journey

About the role

We're looking for a Director of Product to own our flagship offering: the Digital Guest Journey. This role is pivotal in shaping the way travelers around the world interact with hotels in the digital age. As Director of Product, you'll own the roadmap, evolution, and success of the Digital Guest Journey — setting the vision, making the hard calls, and ensuring the product consistently exceeds the expectations of our top partners while delighting millions of travelers worldwide.

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

Requirements

• 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

Benefits

• Time Off: Unlimited PTO: Take the time you need to truly rest and recharge
• Time Off: Holidays + Canary Days: Standard holidays plus monthly company-wide days off for a guaranteed long weekend
• Time Off: Birthday Holiday: A dedicated day off to celebrate you!
• Travel & Office Flexibility: Office Exchange: A travel stipend to visit the team in person at our SF, NY, or Dallas hubs
• Travel & Office Flexibility: Canary Hotel Experience: Staying at a Canary hotel? We’ve got you covered with a credit toward your stay
• Travel & Office Flexibility: Preferred Hotels Discount: Enjoy a minimum 30% off the best available rate at select partner hotels globally
• Growth & Community: Self Improvement Club: A monthly budget to help you smash your personal goals
• Growth & Community: Professional Development: Level up your career with a dedicated learning stipend to fuel your skills and cross-functional connection
• Growth & Community: Referral Program: Help us grow the flock and score a cash bonus for successful hires

Pay

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.