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Head of Product Operations

New York, NYHybridFull-time

AI Summary

Head of Product Operations owns the durable systems for product analytics, lifecycle process, and PM onboarding across Canary’s product org, enabling scalable, repeatable execution without founder dependency.

About this role

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

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.

Responsibilities

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.
  • Qualifications

  • 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.

    Skills

    AmplitudeAnalytics InstrumentationBI ToolsEvent TaxonomyLookerOmniProduct AnalyticsSQL

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