Hostaway is hiring a Senior Product Manager, AI to shape how our AI product assists, augments, and automates every aspect of property management. You will define and execute the strategy for Hostaway AI, serving our core users—property managers, owners, and cleaners—and partner closely with engineering, design, and marketing to deliver seamless, intuitive AI-driven experiences.

What You'll 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.
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 customer interaction and 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.

What We're Looking For

5+ years of product management experience, ideally in B2B/B2C SaaS.
Strong understanding of AI/ML fundamentals to evaluate feasibility with engineers.
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.
Able to lead by influencing without authority, aligning cross-functional teams around clear goals and driving outcomes through trust, clarity, and data-informed decision.

Benefits & Compensation

Competitive Compensation based on market rates in the country of the applicant.
100% Remote work from anywhere within your country of residence.
Equity in the form of valuable stock options.
Values-Driven Leadership leveraging Core Values in daily decisions.
Professional Growth with unparalleled learning, development, and career advancement opportunities.
Annual Paid Leave aligned with country-specific norms.
Geographic Specific Benefits such as Health Insurance and Pensions where customary.
Dynamic Team Culture with a global team in over 40 countries.