Staff Product Manager - AI
Senior

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Hostaway

Full Remote

Contratto a tempo indeterminato

Software / SaaS / Property Management

Descrizione della Posizione Lavorativa

NOTE: This is a fully remote position, but candidates must be physically based within EMEA to work closely with team members, peers and internal customers. You do not need to be located in the city shown in the listing, but please apply only if you are based in EMEA.

About Hostaway

Trusted by 20,000+ property managers worldwide, Hostaway is an industry-leading, AI-powered vacation rental management platform built for professional short-term rental operators. The company is profitable, experiencing high growth and is the first short-term rental Property Management System unicorn.

Role overview

Hostaway AI aims to reduce repetitive work, improve decision-making and simplify complex tasks across the property management lifecycle. As Staff Product Manager, AI, you will define and own the strategy and roadmap for the technical foundations that power Hostaway’s AI-driven experiences. You will drive cross-team initiatives rather than owning a single product surface, translating technical capabilities into measurable value for property managers.

Key responsibilities

  • Own the strategy and roadmap for Hostaway’s AI foundations and evolve them as the AI landscape changes.
  • Run continuous discovery with technical and product stakeholders to identify high-leverage shared investments.
  • Remain closely connected to property manager workflows to ensure investments deliver real customer and business outcomes.
  • Shape capabilities across areas such as model access, prompting, retrieval, agents, safety, observability and cost management.
  • Establish how AI quality is measured and improved over time, including evaluation approaches, benchmarks and feedback loops.
  • Drive build vs. buy decisions across LLMs, APIs and AI tooling, integrating third-party solutions where appropriate and building where it creates durable advantage.
  • Define and track success metrics including adoption, customer outcomes, cost, quality, reliability and scalability.
  • Influence senior stakeholders and cross-functional leaders to align on AI priorities, trade-offs and investments.

Required qualifications

  • 7+ years of product management experience, preferably in SaaS, including ownership of complex and ambiguous product areas.
  • Proven experience shaping strategy beyond a single feature or team, ideally across multiple products or at company level.
  • Strong practical understanding of LLMs and AI product development (prompting, model trade-offs, latency, cost, context limits and quality risks).
  • Experience defining and using evaluation sets, quality benchmarks and feedback loops for AI-powered products.
  • Familiarity with agentic AI concepts (tool use, planning, orchestration).
  • Experience evaluating and integrating off-the-shelf AI solutions (APIs, SaaS tools, third-party platforms).
  • Highly data-driven, with strong judgement using metrics, experiments and customer insight to make decisions.
  • Demonstrated AI-native curiosity and habit of staying current with evolving models, tools and best practices.

What success looks like

  • AI-powered features are seamlessly embedded into Hostaway’s SaaS product.
  • Customer workflows feel smarter, faster and more personalized due to the integrations you help deliver.
  • AI services are stable, observable and easy to maintain.
  • You become the company’s go-to leader for Hostaway’s AI product vision and capabilities.

Benefits

  • Competitive compensation based on local market rates for the applicant’s country.
  • 100% remote — work from anywhere within your country of residence.
  • Equity: stock options in a fast-growing, profitable company.
  • Values-driven leadership and strong opportunities for professional growth and career advancement.
  • Annual paid leave (amount varies by country and contract norms).
  • Country-specific benefits where customary (e.g., health insurance, pension) depending on applicant’s country.
  • Dynamic, diverse global team culture spanning 40+ countries.

Requisiti

7+ years in product management (preferably SaaS); experience shaping strategy across teams/products; practical understanding of LLMs and AI product development; experience with evaluation/benchmarking for AI; familiarity with agentic AI and third-party AI integrations; strong data-driven decision-making and continuous learning mindset.

Competenze richieste

  • Competenze professionali
  • Practical knowledge of LLMs AI product development Prompting and retrieval Agentic AI concepts Evaluation sets and quality benchmarks APIs and third-party AI integration Metrics and experimentation
  • Competenze trasversali
  • Customer empathy Product judgment Analytical thinking Cross-functional collaboration Influencing senior stakeholders Curiosity / continuous learning