NOTE: This is a FULLY remote role, but the candidate must be within LOCATION to collaborate with their team, peers, and internal customers. Trusted by 20,000+ property managers worldwide, Hostaway is an industry leading, AI-powered vacation rental management platform designed for professional short-term rental operators. Profitable, high-growth, and the first short-term rental PMS unicorn . Hostaway is looking for its first Product Analytics leader, someone to own how we choose what to build, and to prove what it delivered. This role is about setting the standards and building the tools that help teams move faster with confidence. You'll define what good looks like, set the standards for how we measure, and bring the whole product organization along with you.
You'll work alongside our product leaders, who decide which bets we make, helping make sure the evidence behind them is solid. In a company leaning hard into AI, you'll also work out what measurement even means when the AI, not the human, is doing the work. It's a rare chance to be first: to shape the processes, metrics and KPIs,



in a fast-growing, profitable, AI-first company with low bureaucracy and little hierarchy. Reporting directly to the Chief Product Officer, this is a hands-on role where you will write SQL, build analyses, and mentor others rather than purely manage. While Data Engineering oversees the data pipelines, warehouse, and central architecture, you will own the product measurement layer on top, maintaining a dotted-line partnership with the CTO.
Set the product measurement standard: what counts as an active, adopting customer, and how every analysis gets segmented.
Bring measurement into planning early, so every product requirements document includes sizing, an expected metric impact and a measurement plan.
Design measurement where clean A/B tests aren't available, and redefine it for an AI-native product where activity metrics no longer tell the full story.
Bring numbers to investment decisi

📌 Head of Product Analytics (Italia)
🏢 Hostaway
📍 Italia