About the role
AI is reshaping how property managers run their businesses - and how we build product. We're looking for a Staff Product Manager to own some of Guesty's most important product bets. Most of what we build from here is AI-powered, so you'll work at the edge of what the technology makes possible - but the job is product, not AI: set a vision worth chasing, find the problems worth solving, and build the thing that works. This is a builder's role: you prototype yourself, you lead the team to ship, and you own the outcome.
Responsibilities
•Define where your product area should be heading and turn it into a rolling ~6-month plan teams can build toward
•Drive large projects that span domains and dev teams, and make sure nothing falls between the cracks
•Own the strategy, roadmap, and results for your scope, tied to company-level goals — from choosing which problems matter to accountable delivery
•Prototype hands-on, agent frameworks and, where needed, code; working demos are your starting point and specs are the output
•Define the metrics before the feature, back decisions with evidence, and challenge calls that aren't grounded in it
•Set the standard for product quality and AI judgment across the product org - review, pair, and show how
Requirements
•8+ years in product management, including at least 2 years at Senior PM level or above
•You've worked directly with C-level executives or founders — presented strategy to them, aligned them on hard tradeoffs, and were accountable to them for results
•You've led at least one initiative across several teams or domains, through influence rather than authority
•You've shipped at least one AI-powered feature or agent to production as the owning PM, and it moved a business metric
•You can draw a picture of the future that is specific enough to argue with and ambitious enough that today's roadmap looks small — built on what the company uniquely has, not on the next model release
•You find the non-obvious product answers when the technology changes under you every quarter — and you've done it before
•Products you've owned are in production and moved a number — you can walk us through the decisions, not the process
•You prototype in code or with AI tools before you spec; prompts, evals, and working demos are part of your toolkit, not something you delegate
•You think about reliability, cost, and trust before model capability, and you know when a demo is a product and when it isn't
•You pull your own numbers, define the metric before the feature, and kill what doesn't move it
•Excellent verbal and written communication skills in English (mandatory) — you can take an exec from confused to decided in one page
Nice to have
•Experience in B2B SaaS platforms, marketplaces, or the hospitality/travel tech space
Conditions
No conditions stated in the posting.
