ALL EPISODES
Company Spotlight: AI Teammates for Hospitality: Built by Hoteliers, for Hoteliers with GuestOS
Your hotel phone can either help drive revenue or quietly become a source of missed opportunities. Unanswered calls, slow responses and endless back-and-forth can all add up, especially when hotel teams are already stretched.
In this Company Spotlight episode, Dan sits down with Jessie Fischer, Founder and CEO of GuestOS, to talk about how AI could change the way hotels communicate with their guests. GuestOS is built around a simple idea: give hotels a 24/7 multilingual AI teammate that can answer the phone, respond to guest questions, support bookings and provide local recommendations, all through a single phone number with no app required.
S7/E12 The Rise of Agentic AI Part 3
Agentic AI is quickly becoming the difference between a travel experience that feels generic and one that adapts to you in real time. In the final episode of our Agentic AI Series, Dan sits down with three builders deep in the work: Jeff Kischuk, CEO of Tripian, Jessie Fischer, Founder and CEO of GuestOS, and Marius Nigond, CEO of iWander. Together, they break down what “agentic” really means for travel in 2026, AI that can make decisions, not just generate content, and the infrastructure required to make it work reliably and at scale.
We get into tangible use cases you can immediately picture, from iWander creating dynamic, in-destination audio tours and recommendations, to GuestOS running hotel phone lines with AI teammates that capture conversations and turn guest needs into action. We also explore Tripian’s role as the critical data layer, structuring and connecting travel data so AI agents can deliver relevant, contextual, and dependable experiences. For anyone in tours and activities, hospitality tech, or travel startups, this conversation shows how agentic AI can reduce friction while still preserving what travelers value most, meaningful human moments.