Out of Office (OOO) is a Chicago-based travel technology company that helps people plan trips using recommendations from the people they actually trust - friends, family, and the influencers they follow - instead of anonymous review sites. Founded in 2020 by former Trunk Club executives Jan Seale and Coabi Kastan, the app lets travelers browse curated spots across thousands of cities, build and share itineraries, book hotels, and reserve restaurant tables in one place, and more recently generate full trip plans with an AI trip generator.

Dayo Esho is the Co-founder and CEO of TravelJoy, a San Francisco-based SaaS platform that serves as an all-in-one operating system for independent travel advisors. Raised on the front lines of his mother's travel agency, he built TravelJoy after interviewing 50 travel agents and confirming a near-universal set of pain points: too many spreadsheets, too little time, and no software built specifically for them. Since launching, TravelJoy has grown to facilitate over $1 billion in annual customer spend, raised a $10M Series A led by Acrew Capital in March 2024, and deployed an AI-powered Itinerary Copilot that is reshaping how travel advisors create and sell trips.