Senior Product Manager, AI - 100% Remote - Europe

NOTE: This is a FULLY remote role, but the candidate must be within Europe 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 Europe.

Hostaway is a SaaS startup that is transforming the vacation rental industry. With innovative solutions and partnerships with giants like Airbnb, VRBO, and Booking, we're taking on the competition and winning. Leveraging our customer-centric core values, we consistently deliver results that encourage growth, learning, and innovation for our team, our customers, and the industry.

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

About the role

Hostaway AI creates value by streamlining routine work, elevating decisions with relevant insights, and simplifying complex tasks. It helps unlock new revenue opportunities, boost operational efficiency, and improve customer satisfaction across the property management lifecycle.

As a Senior Product Manager, AI, you'll play a key role in shaping how Hostaway AI assists, augments, and automates every aspect of property management. You will define and execute the strategy for our AI product to serve our core users—property managers, owners, and cleaners—while partnering closely with engineering, design, and marketing to deliver seamless, intuitive AI-driven user experiences. Success in this role requires deep customer empathy and hands-on involvement in user research, ensuring we solve real pain points without unnecessary complexity. You have to put yourself in the shoes of our customers and be directly involved in the user research.

What you will do:

• Drive outcomes and own the results on a multi-million dollar business line.

• Help develop and implement the Hostaway AI vision, strategy, and roadmap, breaking that down into rapidly shippable projects, consistent with the company vision.

• Collect and analyze customer, stakeholder, and team feedback to shape requirements, features, and end products.

• Work with senior management to create product plans and roadmaps, based on your interaction with customers and aggregate customer feedback.

• Partner with sales, customer success, and engineering to ship features and products that solve the right problems.

• Ensure products and releases are launched correctly and on schedule.

• Define and analyze the metrics that determine success.

• Make creative recommendations to expand the product base and vision. Actively seek out opportunities to innovate.

Requirements

• 5+ years of product management experience, ideally in B2B/B2C SaaS. 

• Strong understanding of AI/ML fundamentals to evaluate feasibility with engineers, although this is not a data scientist role.

• Solid grasp of LLMs, including prompt design and evaluation, managing quality and risk, and awareness of model capabilities, costs, latency, and context limits.

• Experience assessing and integrating off-the-shelf AI solutions; LLMs, APIs, SaaS AI services, and third-party ML products.

• Strong understanding of agentic AI concepts (tool use, planning, orchestration). 

• Deep empathy for users — you think in flows, friction points, and moments of delight.

• Able to make decisions when surrounded by uncertainty. You don’t require a support system to maintain momentum.

• Able to lead by influencing without authority, aligning cross-functional teams around clear goals and driving outcomes through trust, clarity, and data-informed decision.

What success looks like:<