The setting
's runs in the cloud. It covers travel policies, approvals, and bookings of hotels, flights, cars and rail.
A connected itinerary promises one trip while each booking still has its own availability and policy result.
Travelers want one place to plan the trip, while travel managers need every leg to retain a clear, enforceable decision.
Who you’d be doing this for
“My travelers send me three confirmations from three places, then ask which one was actually within policy.”
Khalid Sabbagh · Corporate Travel Manager · a character in this brief
Administers a global managed travel program for employees who take frequent multi-city trips.
What is at stake
Travelers abandon connected trips when they must restate their needs for each booking leg. You must weigh a simpler planning experience against clear policy and booking boundaries.
Why it isn’t already fixed
Every obvious fix costs something else. That’s the part you’d have to decide.
- connected trip planning vs leg-level booking certainty
- traveler effort vs policy transparency
- recommendation breadth vs reliable intent handling
- repeat usage learning vs first-version scope
Why Navan
Book with AI already spans Hotels, Rental Cars, and Rail, making the handoff between those journeys a visible test of managed travel quality.
Written with these in mind
Not your kind of problem? 61 more at Navan, or browse every organization.
Where the organization context comes fromThe postings this brief was written from, and the reporting read before it.
The organization context comes from public information. The situation and characters are written for the brief.
Job postings it was written from
Public descriptions of the work at Navan. They are listed as sources, not as openings. The lines under a posting are its own words, where it meets this brief.
- Senior Product Manager, Flights (opens in a new tab)
- Your mission is to build the next generation of flight booking: a high-converting, personalized agentic experience that helps frequent business travelers find and book the right flights with less effort.
- Connect Flights to the Full Trip Experience: Work across hotels, restaurants, itinerary, calendar, Gmail sync, and proactive travel use cases to make flights feel like part of one seamless business travel journey.
- Director, AI Enablement (opens in a new tab)
- Lead AI Education & Support Plans: Design accessible, high-impact training programs, workshops, and resource hubs that upskill teams—moving employees beyond basic prompts to confident, creative AI adoption.
- Product Manager - Book with AI (opens in a new tab)
- Own the vision, strategy, roadmap, and execution for Book with AI across Hotels, Rental Cars, and Rail.
- 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.
- Product Director, Service Operations · no longer posted
- By combining cutting-edge technology, corporate cards, and a modern traveler experience, Navan is disrupting traditional enterprise T&E pacing past $900M+ in revenue with over $9B in Gross Booking Volume .
- Staff Product Manager (opens in a new tab)
This is the setup. The work is inside.
Running it puts you in the room: the full situation and its constraints, stakeholders who push back in their own words, and the decisions that are yours to make. What you produce becomes a Day One Plan — work you can show someone instead of describing.
Where similar work appears
Other live briefs connected to this one, and what connects them.
The same setting, from another role
Each is set around Navan’s Corporate Travel Management Platform, written for a different role. They’re separate briefs, not the same scenario.
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