Head of Product Operations

Job Description

Job Description

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

Product Operations is the operating system of the product org. With 140 people across engineering, product, and design spanning three product portfolios, three things need a durable owner or they degrade: the data layer, the product lifecycle process, and how new product people get up to speed. This role owns all three.

This is an operations function, not a strategy function. Portfolio bets, sequencing, and positioning stay with the founders and PM leads. What you own are the systems that let EPD run at scale — reliably, repeatably, without a founder in the loop. If you're drawn to building infrastructure that quietly makes everyone else faster, this is your role.

What You’ll Do

Product Analytics — durable infrastructure

• Own our analytics stack (Omni, Amplitude, etc.) end to end: instrumentation standards, event taxonomy, metric definitions, dashboard hygiene, and the NPS/CSAT measurement architecture across each product.
• The bar: any PM or exec can pull a trustworthy number without having to ask who to trust.

Product Lifecycle — recurring process

• Own the alpha → beta → GA process and the EPD↔GTM communication that runs on top of it — including the RACI for each phase, the handoff gates, and who tells GTM what and when.
• Manage the communication and process around changes to existing products.
• Own the voice-of-customer feedback loop between GTM, Support, and the product org, including strategic account calls that surface prioritization signals.

PM Onboarding — repeatable system

• Own new-PM onboarding as a designed program, not an ad-hoc handoff. It should be tied to the PM ladder and produce consistent ramp times regardless of who's running it.

Chief of Staff — leverage work

• Take on one-off high-leverage work (offsites, annual planning, cross-functional initiatives) as assigned. This is real work, but scoped case by case.

What We’re Looking For

• 7+ years in product operations, strategy & operations, analytics, or a related role — ideally at a B2B SaaS company that scaled through complexity.
• A builder of systems, not a manager of tasks. You've owned infrastructure that kept running after you moved on to the next thing.
• Strong SQL and hands-on experience with BI and analytics tools (Omni, Amplitude, Looker, or similar) — you can build dashboards and data models yourself, not just direct others to.
• Track record of owning KPI frameworks and instrumentation standards across multiple products and stakeholders.
• Sharp program manager who can run the alpha → beta → GA lifecycle process across a multi-product org without losing the details.
• Excellent communicator — you can translate messy operational realities into clear frameworks and get buy-in from engineers, PMs, and execs alike.
• Bonus: experience in hospitality tech, enterprise SaaS with strategic accounts, or scaling product analytics at a growth-stage company.

Compensation

Target cash compensation ranges from $200,000-$240,000,  including a fixed annual salary and a performance-based bonus paid quarterly.

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.