AI Guest Communication in Short-Term Rentals: Building a Human Brand at Scale with Sabrina Mulligan
“Guests want and deserve answers instantly — and when you learn the art of great communication, they’ll keep talking to Zoe even after they find out she’s AI.” — Sabrina Mulligan What happens when a guest asks mid-conversation, “Are you AI or human?” — and then just keeps chatting anyway? That’s not a glitch. That’s the goal. In this episode of the Booked Solid Show, Gil sits down with Sabrina Mulligan, AI-First Hospitality Brand Strategist at Zzzing — a tech-driven hospitality brand managing over 550 keys across hotels, vacation rentals, and boutique guesthouses in Malta. Sabrina has spent the last three years at the intersection of brand, guest experience, and AI, building systems that let a growing portfolio still feel personal, local, and boutique. What unfolds in this conversation is genuinely rare. This isn’t a surface-level talk about chatbots saving time. Sabrina walks through exactly how she built an AI character named Zoe, how she earned her team’s trust, and how that trust translated into 80–85% of all guest and owner communication being handled by AI — without losing the brand’s soul. Whether you’re just starting to explore AI for guest communication in short-term rentals or you’re already using automation and want to level up the experience, this episode will shift how you think about hospitality in the age of AI. Summary and Highlights 👤 Meet Sabrina Mulligan Sabrina Mulligan is an AI-First Hospitality Brand Strategist at Zzzing, a tech-driven hospitality brand in Malta managing a diverse portfolio of hotels, vacation rentals, and boutique guesthouses. Over the past three years, she has scaled the portfolio from 50 to 550+ keys while keeping the brand deeply guest-centric. Before hospitality, Sabrina spent a decade in media and another decade partnering with global tech brands through the ICE Campus in the Mediterranean. That combination gave her a rare lens — what can technology do for hospitality without losing its soul? She’s also an award-winning children’s book author, and if you listen closely, you’ll hear that creative instinct woven into everything from how she writes AI policies to how she thinks about the feelings a guest experiences from the moment they book. Connect with Sabrina on LinkedIn: linkedin.com/in/sabrinamulligan 🤖 Zoe: Building an AI That Sounds Like Your Brand When Sabrina started Zzzing’s AI journey about 11 months before this recording, the first challenge wasn’t technical. It was cultural. Her team worried that AI would make the brand feel cold. That it would hallucinate. That guests would notice. So before a single policy was written, Sabrina did something unusual — she introduced the team to Zoe as a character. She ran exercises with the team: What does Zoe look like? What are her three favorite actresses? What personality traits does she have? How does she handle empathy? Local expertise? Friendliness? The result wasn’t just a persona. It was alignment — a shared understanding of who Zoe is and what she stands for. And that internal clarity made everything that followed easier. The team became collaborators in Zoe’s development rather than skeptics watching from the sidelines. Today, Zoe handles roughly 80–85% of all guest communication — and owner communication too, which Sabrina describes as an even quicker win. Want to know how she structured that and what policies made the difference? That’s exactly what Sabrina unpacks in the episode. 🏠 Why Owner Communication Was the Faster Win Most operators think about AI for guests first. Sabrina went there too — but she quickly discovered that AI for owner communication was arguably the faster, cleaner win. Owners on property management agreements tend to ask the same questions repeatedly: What was that maintenance invoice for? Who booked my property this week? Are you on track to hit the monthly target? Because Zzzing uses an AI-powered PMS that aggregates data across sources, Zoe can pull the exact service call, tie it to the specific reservation, and give the owner a full, confident answer — instantly. That’s the gap Sabrina draws between a chatbot and true AI: the ability to reason across connected data, not just retrieve pre-written responses. This is the kind of consistency that building and managing a growing team of humans simply can’t match at scale — and it frees the human team to focus on moments that actually need a person. 💬 The Art of Writing AI Policies That Feel Human Here’s where Sabrina’s media and storytelling background becomes a genuine competitive advantage. Early in the process, her team wrote policies the way most people would: factual, direct, functional. Checkout is at 10 am. Here are the pool hours. These are the rules. That produced exactly what you’d expect — answers that felt like a policy manual. The shift happened when Sabrina started writing policies the way a thoughtful host would speak. With a trigger. With feeling. With acknowledgment of what the guest might be experiencing at that moment. Instead of “checkout is at 10 am,” the policy became: “We hope you loved your stay in Malta. Checkout is at 10. Want us to check if we can extend?” That’s not just a warmer tone. That’s emotional intelligence baked into the system — and when applied consistently across hundreds of conversations, it produces something remarkable. Guests are asking more questions than they would with a human. Conversations flow naturally on WhatsApp. And occasionally, a guest pauses mid-conversation to ask if they’re talking to AI — then simply continues anyway. If you want to understand how to build AI policies that actually protect and elevate your brand voice, this part of the conversation alone is worth the full listen. You can also explore how platforms like CraftedStays are thinking about AI and STR content for modern search — the parallels are closer than you might think. 🎂 Hospitality Is a Feelings Business One of the most memorable moments in this episode isn’t about AI at all — or rather, it’s about what AI makes possible for humans. Every morning, Zzzing runs a prompt through their AI










