The AI That Lets Hotels Breathe With Jessie Fischer

About this episode

Jessie Fischer is the Founder and CEO of GuestOS, an AI-native communications platform that powers real-time, multilingual guest engagement across hotels, destinations, and global events. Under her leadership, GuestOS has gained rapid traction through industry referrals, with its AI teammates handling up to 30% of hotel calls and freeing staff to focus on in-person guest experiences. Drawing on her early experience working in her family's hotel near Yosemite National Park and as an Airbnb superhost, Jessie brings a unique blend of hospitality insight and tech startup expertise to solving operational challenges in the hotel industry.

In this episode…

Most hotel front desks lose hours every day to the same handful of questions: check-in times, pet policies, directions. Jessie Fischer, founder and CEO of GuestOS, builds AI voice agents that answer those calls so staff can give their attention to the guests in front of them. Kin Sio sits down with Jessie on The Lights On Podcast to talk about AI that protects hospitality instead of replacing it.

Jessie grew up answering guest questions at her family's hotels near Yosemite, starting at age 12. The questions then are the questions now: roughly 70% of what a front desk handles is repetitive. After a decade in tech startups across food robotics, education, and fitness, she came back to hospitality and saw the gap clearly. When ChatGPT arrived, she built GuestOS to handle those FAQs in a way hoteliers would actually trust, instead of adding a tenth or fifteenth platform to a team that already has no time to use the ones they have.

What sets her approach apart is who she builds for. GuestOS is designed around the front desk staff who use it every day, not just the owners and GMs who sign the contract. Within the first 10 days at a property like Luma Hotel in San Francisco, the AI teammate handles about 30% of calls. The product has grown entirely through industry referrals, with no cold outreach, because the operators who use it become its advocates.