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Hosting situations
What is one hosting situation that keeps repeating in your property? 🫣 Late checkouts, unclear rules, pricing doubts, guest expectations. 👉 Name it. This week we turn repeat stress into structure.
I have many returning guests… and I’m not totally sure why
Something interesting I’ve noticed lately: I actually have a good number of returning guests. Which sounds great… but here’s the honest part: I’m not 100% sure why they come back. Is it the systems?The messaging tone?The property design?The location?The simplicity?The fact that nothing feels chaotic? I didn’t intentionally design for “repeat guest strategy” in the beginning. I was mostly focused on clarity and smooth experience. So now I’m trying to reverse-engineer it. Instead of assuming it’s random, I’m asking:What signals are guests responding to? And I think that’s an important shift — not just celebrating results, but understanding them. If you have returning guests, what do you think makes them come back? And if you don’t — what would you want them to say about their stay that makes them return?
Automatic bookings or request-to-book — what’s your approach?
Curious to hear how everyone here handles bookings. Do you allow automatic bookings, or do you prefer request-to-book so you can review guests first? For full transparency: I personally started with request-to-book, and it gave me a lot of peace of mind in the beginning. Lately, I’m testing automatic bookings to see how it fits with the systems I’ve built and the kind of guests my listing now attracts. I don’t think there’s a single “right” setup — it really depends on where you are in your hosting journey and what helps you feel in control rather than reactive. What do you use right now, and why did you choose that approach?
Quick question: how are you handling guest messages right now?
'm curious where everyone is in their guest communication journey. Are you writing everything from scratch? Using templates but manually sending them? Or fully automated? There's no right or wrong answer here—just want to get a sense of where we all are so we can support each other better. How do you currently handle guest messages? Once you vote, drop a comment if you want: What's working? What's frustrating? What are you curious about? Vote below 👇
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Confident Hosts
skool.com/confident-hosts
From overwhelmed to confident: remote Airbnb hosting systems, templates, AI workflows & automation for tiny-time hosts.
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