Product Manager - Book with AI

We are looking for a Product Manager to shape the future of business travel through Book with AI. You will own the product across Hotels, Rental Cars, and Rail, while serving as the day-to-day product lead for the team and making complex bookings feel as natural, trustworthy, and seamless as working with an expert travel agent.
We are looking for a Product Manager to own the Book with AI product end to end across Hotels, Rental Cars, and Rail. Your mission is to make booking complex business travel feel as natural as working with an expert travel agent - while making sure the agent is accurate, policy-aware, transparent, and reliable enough for real transactions.
This is a highly cross-functional, hands-on role. Youll lead day-to-day execution across the entire traveler journey - from the initial request through search, comparison, booking, post-booking support, and recovery when things go wrong, partnering closely with engineering, design, applied AI/ML, data, travel domain experts, operations, and other product teams.
Youll shape the conversational and user-interface experiences that power Book with AI, helping travelers express their needs, evaluate trade-offs, make confident decisions, and complete bookings with less effort. Youll stay close to the customer experience by reviewing real conversations, leading bug bashes, interpreting evaluation results, identifying patterns in user feedback, and ensuring the team remains focused on the highest-impact opportunities.
The ideal candidate thrives in ambiguity, learns quickly, and is energized by AI-native products. They create clarity and momentum without waiting for perfect information, roll up their sleeves, and drive work through uncertainty and chaos.
What You'll Do:
Own the vision, strategy, roadmap, and execution for Book with AI across Hotels, Rental Cars, and Rail.
Own the full Book with AI journey: intent understanding, search, ranking and recommendations, policy and personalization, comparison, contract, checkout, booking, and post-booking support.
Define a coherent cross-LOB experience for users who want to plan and book multiple parts of a trip, including clear sequencing, handoffs, and expectations.
Improve the product's key outcomes, including successful booking completion, conversion, time to book, user effort, CSAT, trust, and repeat usage.
Lead experimentation across conversational flows, recommendations, search and booking surfaces, using clear hypotheses and measurable success criteria.