NOTE: This is a FULLY remote role, but the candidate must be within EMEA to collaborate with their team, peers, and internal customers. You do not have to be in the specific country or city shown in this listing, but please only apply if you are physically based within EMEA.

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. Hostaway brings everything together for greater efficiency and faster growth.

Profitable, high-growth, and the first short-term rental Property Management System unicorn . Join us at our most exciting stage yet! Learn more about our recent valuation and story here.

About the role

We are looking for a Staff Product Manager, AI to shape how Hostaway uses AI across our product.

This role is for someone who is excited about AI, understands how modern AI products are built, and has the platform mindset to define the foundations other teams will build on. You do not need to be a data scientist or ML engineer, but you should be comfortable with concepts like LLMs, prompt engineering, RAG, tool calling, agents, model tradeoffs, and AI evaluation.

You will help Hostaway turn AI ideas into a scalable AI platform: reusable capabilities, tools, and standards that Product and Engineering teams can use to build customer-facing AI solutions faster and more reliably.

You will work closely with Product, Engineering, Design, Data, customer-facing teams, and leadership to identify high-value AI opportunities, guide other PMs, and ensure AI features solve real customer problems. This role combines AI curiosity, strong product judgment, and platform thinking.

What you will do:

• Define and own the roadmap for Hostaway’s AI platform foundations, including shared capabilities, tools, and standards that other teams can build on.
• Run continuous discovery across technical and product stakeholders to identify where shared investments will create the most leverage.
• Identify where AI can create meaningful customer and business value across Hostaway’s product ecosystem.
• Partner with Engineering, Design, Data, and customer-facing teams to turn AI opportunities into clear, shippable initiatives.
• Guide other Product Managers on how to use AI effectively, helping them shape strong use cases and avoid low-value AI features.
• Translate customer and internal stakeholder needs into reusable AI capabilities such as prompting, RAG, tool calling, agents, evaluation, observability, safety, and cost management.
• Prioritize AI investments based on customer impact, internal team needs, technical feasibility, cost, reliability, and scalability.
• Define how success, quality, and reliability are measured for AI-powered features and platform capabilities.

• 7+ years of product management experience, ideally in B2B SaaS, platform products, or complex workflow products.
• Strong practical understanding of AI products, including LLMs, prompt engineering, RAG, tool calling, agents, model tradeoffs, evaluation, cost, reliability, and latency. You do not need to be a data scientist or ML engineer, but you should be curious, hands-on, and eager to keep learning.
• Ability to translate customer and stakeholder needs into reusable AI capabilities that other teams can build on, while remaining strongly focused on end-customer value rather than purely technical platform work.
• Strong product judgment, with the ability to connect AI opportunities to real customer problems and business value, and separate practical use cases from hype.
• Ability to guide and influence other Product Managers, engineers, and senior stakeholders without direct authority, bringing clarity to ambiguous product and AI discussions.
• Strong communication skills, an AI-native mindset, and comfort working in fast-changing areas where the right answer is not always obvious.

What success looks like:

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

What we offer:

• Competitive Compensation: We offer competitive pay based on market rates in the country of the applicant.
• 100% Remote: Enjoy the freedom to work from anywhere within your country of residence—be it a co-working space, your home office, or even your dining room table. The choice is yours. Just don’t ask to work in our office (we don’t have one).
• Equity: Every role in our company comes with valuable stock options in a fast-growing and profitable company. This ensures we all share in the company’s success.
• Values-Driven Leadership: Our Core Values are not just words we’ve written to make us feel good. We leverage them daily when making strategic and tactical decisions.
• Professional Growth: Our rapid growth offers unparalleled learning and development opportunities, along with a multitude of career advancement opportunities.
• Annual Paid Leave: The specific amounts vary by country and are aligned with country and/or contract-specific norms.
• Geographic Specific Benefits: As an international employer, we offer different country-specific benefits such as Health Insurance and Pensions in countries where these perks are customary. The specifics depend on the country of the applicant.
• Dynamic Team Culture: As a global company with team members in over 40 countries, our diverse and international culture fuels our innovation and creativity, providing a key pillar to our success (and making it a lot of fun to work here).

Thank you for your interest. If you apply for this role, you will receive an email from our Talent Acquisition team after your application has been reviewed alongside the qualifications for this role and the qualifications of others who have applied.