Product Manager - Book with AI
Own the end-to-end Book with AI product for hotels, rental cars, and rail, driving strategy, execution, experimentation, and AI quality. Requires 4+ years of product management experience, strong customer-facing product ownership, and the ability to evaluate probabilistic AI systems.
About the job
Responsibilities
- Own the vision, strategy, roadmap, and execution for Book with AI across Hotels, Rental Cars, and Rail.
- Own the end-to-end journey from intent understanding, search, ranking, recommendations, policy and personalization, comparison, contract, checkout, and booking through post-booking support and recovery.
- Define a coherent cross-line-of-business experience for planning and booking multiple trip components.
- Improve booking completion, conversion, time to book, user effort, CSAT, trust, and repeat usage.
- Lead experimentation across conversational flows, recommendations, search, and booking surfaces with measurable success criteria.
- Partner with AI, ML, data, engineering, design, travel operations, support, and adjacent product teams.
- Improve intent understanding, ranking, recommendations, personalization, tool orchestration, and conversational and UI experiences.
- Review real conversations, lead bug bashes, interpret evaluation results, investigate production issues, and validate fixes.
- Define evaluation criteria for AI behavior, including task completion, factual accuracy, policy compliance, tool and UI usage, response quality, latency, and failure recovery.
- Communicate product decisions, trade-offs, status, risks, and learnings to stakeholders and leadership.
- Represent customer needs and ensure transparency around limitations, unsupported requests, changing prices, availability, and booking status.
Requirements
- 4+ years of product management experience with a record of owning and shipping customer-facing products.
- Experience owning a complex product or product area end to end, including strategy, discovery, prioritization, execution, launch, and measurement.
- Strong product judgment balancing customer value, business impact, technical complexity, reliability, and speed.
- Experience improving measurable outcomes such as conversion, task completion, engagement, retention, or customer satisfaction.
- Excellent written and verbal communication and cross-functional stakeholder alignment skills.
- Data-informed decision-making combined with qualitative judgment and customer empathy.
- Curiosity about AI products and ability to reason about probabilistic systems, failure modes, evaluation, guardrails, and human trust.
- Practical, ownership-oriented approach to clarifying problems and driving resolution.
Nice to Have
- Experience building AI assistants, conversational products, recommendation systems, search experiences, or agentic workflows.
- Experience defining or using LLM evaluations, quality rubrics, production monitoring, or experimentation frameworks.
Skills
Product Management, Artificial Intelligence, Machine Learning, Llm Evaluations, Conversational Interfaces, Recommendation Systems, Search, Experimentation, Product Analytics, Personalization, Tool Orchestration, A/B Testing
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