Out of Office

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.