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Head of Technology & Product (US or Europe, remote) at Extenteam Careers. . Location: US or Europe. Head of Technology & Product. . Extenteam | US or Europe, remote . . About Extenteam. . Extenteam is an AI-driven operations platform for short-term rental property managers. We handle guest communication and daily workflows for over 80,000 properties through a proprietary platform that combines AI automation with human-in-the-loop oversight. We are headquartered in Miami.. . We are bootstrapped, profitable with no outside capital.. . We are hiring a Head of Technology & Product to own what we build, why we build it, and how the team is organized to build it.. . Why this role exists. . We have a working product, real revenue, and a team that ships well when the problem is clearly defined. What we do not have is a single owner sitting across product and engineering.. . Today we are running two roadmaps with one team. We are building a standalone SaaS product while also supporting a live Shared Services operation, and those two pull in different directions daily. Deciding what wins, and when, needs someone whose job that is.. . The same is true of how the team is organized. As we grow past our current size, pod structure, ownership, and a proper performance framework all need a dedicated owner rather than being handled alongside everything else.. . Non-negotiables. . Three things. If you do not have all three, this is not the right role.. . . You come from the STR industry.. Short-term rental, vacation rental, or property management. You know what a reservation alteration is, how OTA compliance actually works, and what a property manager loses sleep over. You have opinions about Guesty versus Hostaway versus Breezeway. This is the single most important requirement and we will not compromise on it.. . Engineering background.. You have written production code and led engineers. You can judge a technical trade-off without deferring to someone else, and engineers take you seriously because you have done the work.. . Scrappy.. Small team, no product org beneath you, no analysts. You will be hands-on daily.. . . Who you are. . You have owned a product roadmap and the team that delivered against it. You have made calls on what does not get built. You have restructured a team because the old shape was wrong, and you have had a conversation with someone who was not performing.. . You want ownership rather than process. You are joining a company with a real product, real revenue, and real problems, not a blank page.. . What you will own. . Product direction. . . Roadmap and prioritization. . North stars and the metrics that define them, including resolving how we measure automation against actual resolution quality. . Discovery. Understanding what property managers and customers need, then defining and prioritizing the right problems. . Delivery. Staying meaningfully ahead of engineering so work is scoped before it reaches the team. . . Engineering organization. . . Pod structure across the team. . A formal performance framework. . Decisions on performance. . . Cross-functional. . . The bridge between engineering and the rest of the business, so pressure reaches the team as business context rather than personal criticism. . Partnership with Shared Services and Customer Success on what actually needs building, rather than absorbing requests reactively. . . What this role is not. . . Not a process role. We are not looking for someone to install a framework and run ceremonies. . Not a pure people manager. You are close to the work and technical enough to be credible with engineers. . Not a role where the roadmap is handed to you. You own it. . Not a role for someone whose industry knowledge is adjacent. Hotels, long-term rental, or general SaaS is not the same as STR. . . Required experience. . . 10+ years across product and engineering, with time owning both. . Directly managed product managers, engineers, or both. . Short-term rental, vacation rental, or property management experience. . Track record of restructuring a team and improving how it delivers. . Experience shipping AI or automation products where coverage and quality trade off against each other. . . Strongly preferred. . . Experience at a competitor or adjacent platform in the STR space. . Experience building for internal operational users as well as external customers. . . Location and working hours. . . US or Europe, remote.. . Quarterly in-person meetings, which may be in the US or Europe.. . . Compensation. . . Base compensation is determined by location and experience.. . Equity is included..