AI Doesn't Want Your Keywords. It Wants Your Weirdest Idea.
The Magic Castle Hotel ranks #2 in Los Angeles on TripAdvisor—ahead of the Beverly Hills Hotel and the Ritz-Carlton. Its secret? A $0.50 popsicle and a red phone. Here's why that matters more than any SEO strategy.
Every hospitality brand I talk to is doing the same thing: rewriting metadata, feeding prompts to ChatGPT, and hiring consultants to "prepare for AI search."
They're all terrified of becoming invisible.
But here's what nobody's saying: The Magic Castle Hotel—a canary-yellow converted apartment complex from the 1950s with an average pool—consistently outranks properties that cost $700+ per night. Not because of better SEO. Not because of dynamic pricing algorithms or AI chatbots.
Because of a poolside red phone labeled "Popsicle Hotline." Pick it up, and minutes later, an employee in white gloves delivers free popsicles on a silver tray.
Two years later, guests don't remember the average bedrooms or the dated lobby. They remember the phone. They tell everyone about the phone. They write TripAdvisor reviews about the phone.
That's not hospitality. That's a masterclass in how AI learns what matters.
AI Doesn't Search—It Follows Human Curiosity
Here's the uncomfortable truth about "AI search optimization": AI doesn't decide what's interesting. It learns from what humans already find interesting.
Every citation ChatGPT generates, every answer Perplexity surfaces, every recommendation Google's AI makes—it's built on the same behavioral signals that drove old-school search: shares, links, dwell time, and emotion.
The Magic Castle Hotel's COO calls it "making it easy for customers to tell stories about us." That's not a marketing tactic. That's teaching the algorithm what deserves attention.
While Marriott invests millions in AI-powered personalization engines and predictive analytics, a two-story apartment complex wins with a $0.50 popsicle because it understands something more fundamental: The algorithm follows the human trail.
The Three Mistakes Hospitality Brands Make with AI (And What to Do Instead)
Mistake #1: Treating AI Like a Logic Problem
Most hotel marketers are optimizing for machines: "What keywords does the AI want?" "How do we structure our metadata?" "What prompts should we prepare for?"
Wrong questions.
AI isn't logical. It's trained on human behavior—which is emotional, irrational, and driven by stories. As the Heath brothers document in The Power of Moments, customers forgive small pools and underwhelming décor if you create peak moments.
What to do instead: Design for shareable weirdness. Ask yourself: "Would someone stop scrolling to tell a friend about this?" If not, the AI won't cite it either.
Mistake #2: Competing for Rankings Instead of Citations
Every brand wants to be "the answer" when someone asks AI for hotel recommendations. But here's the shift: You're not competing for rankings. You're competing to be cited.
Citations—the sources AI pulls from to generate responses—follow the same rules as every other form of attention: novelty, emotion, and social proof.
If your content is indistinguishable from your competitors', AI has no reason to cite you. You're training it on sameness.
What to do instead: Create signature moments that break patterns. The Ace Hotel New Orleans doesn't just host events—it publishes a public event calendar featuring local creators and curated experiences that guests and locals mingle at. That's citation-worthy content. "Best rooftop bar in NOLA" isn't.
Mistake #3: Chasing Efficiency Over Distinctiveness
The hospitality industry's AI adoption playbook reads like a checklist: chatbots for FAQs, dynamic pricing, predictive analytics, automated email campaigns.
All useful. None memorable.
The Magic Castle doesn't worry about upgrading the yellow paint or renovating bathrooms. Management focuses on "doing a couple of things during a stay that will really stand out in guests' minds."
What to do instead: Stop trying to be good at everything. Be different at something. Dave Trott said it best: "If you can't be better, be different." That's not just creative advice—it's now technical advice. Because sameness teaches the machine nothing new.
The Psychology of Signal: Why Weird Works
Let me tell you what's actually happening when someone searches "best boutique hotels in LA."
AI doesn't scan every hotel website and objectively rank them. It scans what humans have already decided matters—reviews, social mentions, articles, videos, shares. Then it synthesizes that into an answer.
So when 94% of Magic Castle guests rate their stay as "excellent" or "very good" and thousands of reviews mention the popsicle hotline by name, the algorithm learns: This is what people care about.
Not thread count. Not lobby marble. A red phone and free popsicles.
This is Kahneman's System 1 thinking in action: fast, intuitive, emotional. If your brand makes people feel something instantly, they share it. Shared means linked. Linked means cited. Cited means surfaced by AI.
Your competitor down the street has better amenities, higher-thread-count sheets, and more polished marketing. But nobody's talking about them. So the AI doesn't either.
What Hospitality Brands Should Do Right Now
If you want to survive the AI search era, stop writing for algorithms. Start creating for human curiosity that algorithms study.
Here's what that looks like in practice:
1. Audit your "citation potential" Go through your marketing assets and ask: "Is there anything here someone would screenshot and send to a friend?" If your content could have been written by AI, AI will ignore it. Every blog post, every social caption, every "About Us" page should pass the screenshot test.
2. Create micro-weird signature moments You don't need a popsicle hotline. But you need something distinctly yours. A Brooklyn hotel leaves handwritten neighborhood recommendations in every room—not generic "visit the Statue of Liberty" but "The guy at Sal's Pizza will remember you ordered extra oregano." A Nashville Airbnb keeps a guitar and a handwritten songbook by local musicians for guests to play. What's your version?
3. Make your differentiation visible online The Magic Castle's popsicle hotline shows up in nearly 3,500 TripAdvisor reviews. That's not luck—it's design. Whatever makes you different needs to be documented by guests. Don't just create the moment; create the conditions for guests to share it. Branded hashtags, photo moments, guest books, whatever it takes to get that experience online where AI can learn from it.
4. Stop feeding AI beige content If you're using AI to generate blog posts about "Top 10 Things to Do in [City]," stop. You're teaching the algorithm that your brand is generic. Use AI for efficiency—scheduling, data analysis, operations—but your voice needs to be irreplicably human. Weird. Opinionated. Memorable.
The Brands Training Tomorrow's Algorithm
Here's the strategic reality: We are training the next generation of AI right now.
Every piece of content you publish, every guest experience you design, every review you generate—it's teaching the machine what your brand is worth citing.
If you feed it predictable content, it will learn predictability. If you feed it emotional stories, it will learn emotion matters. If you feed it nothing distinctive, it will learn you're forgettable.
The hospitality brands that win the AI era won't be the ones that master every new tactic. They'll be the ones that use technology to amplify distinctly human judgment—the kind of thinking that creates a popsicle hotline instead of another loyalty program.
Because at the end of the day, AI isn't replacing marketers. It's replacing average marketers.
The Magic Castle Hotel isn't competing with the Four Seasons on amenities. It's competing on memorability. And in an AI-driven world where citations matter more than rankings, memorability is the only moat that matters.
The bottom line: Stop optimizing for the algorithm. Out-human it. Create experiences so distinctive that when AI scans the internet to answer "Where should I stay in LA?", your red phone is impossible to ignore.
AI is the mirror. We are the makers. And the future of search will be decided by how human we dare to stay.

