Senior Product Manager - AI

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 LOCATION.

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. As a profitable and growing company, this role is necessitated by our continued growth. 🌟Exciting Recent News! We’ve raised $550M in the past 18 months, bringing us closer to unicorn status! It’s an incredible time to join us! Learn More.

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.

• 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:

• 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.