Director Of Product, Digital Guest Journey

About Us

Think about your last hotel stay. Did you skip the front desk line with mobile check-in? Message the staff for extra pillows? Order a late-night snack with a tap on your phone? Then you've likely run into Canary in the wild.

Canary Technologies is the leading agentic AI platform for hotel and guest management, powering the digital infrastructure for more than 20,000 hotels in 125+ countries. The world's most renowned hospitality brands, including Marriott International, Four Seasons and Wyndham Hotels & Resorts, partner with us to increase revenue, improve operations and elevate the guest experience.

We've executed the largest deployment of autonomous AI systems in hospitality, building technology that fundamentally redefines how guests and hotels interact. It's made us one of the top-funded hotel technology companies in the world, with nearly $200M raised to date.

Canary has been recognized as a 2024 and 2025 Deloitte Technology Fast 500 company, Inc. 5000 fastest-growing company, and swept the 2026 HotelTechAwards, including Best Place to Work, #1 Guest Experience Platform, and the Hotelier's Choice Award. We're scaling our team to bring innovation to life faster than ever.

We're growing quickly, and we're looking for people who are passionate about their work, want to grow with us and are ready to take on more responsibility along the way. We value rigor and velocity in equal measure: high standards, fast pace, real ownership. If that's the environment you're looking for, this is the place for you.

Come join us! Let's shape the future of hospitality together.

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.

What You'll Do

• 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.

What We're Looking For

• 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.

Perks & Benefits

We work hard to make Canary a fun, rewarding, and high-energy place to work. Here's how we take care of our flock:

Time Off

• Unlimited PTO: Take the time you need to truly rest and recharge.
• Holidays + Canary Days: Standard holidays plus monthly company-wide days off for a guaranteed long weekend.
• 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.
• Canary Hotel Experience: Staying at a Canary hotel? We've got you covered with a credit toward your stay.
• 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.
• Professional Development: Level up your career with a dedicated learning stipend to fuel your skills and cross-functional connection.
• Referral Program: Help us grow the flock and score a cash bonus for successful hires.

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.