Free download · 26 pages

Your owner statement is why they left. Not your occupancy.

26 automated guest and owner messages, mapped end to end — every trigger, every branch, and the reason each one exists.

Pulled from a live 32-property portfolio across California, Arizona and North Carolina. Every private detail stripped. Use it, edit it, rebrand it.

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26
Automated messages,
mapped end to end
Free download
  • → Every trigger and interval
  • → The conditional branch, explained
  • → Channel splits that keep you compliant
  • → A six-message owner track
  • → What each message prevents

Why this exists

Most message packs are a folder of nice-sounding texts. The copy is the easy part.

What moves your review score, your direct-booking share and your owner retention is the architecture — how many messages fire, exactly when, which ones branch on a condition, and which are deliberately different per channel.

So every message comes with four things: the trigger, the channel it sends on, why it exists, and what goes wrong without it. Read the why before you copy the what.

4.62Average rating for large property management companies. Individual co-hosts average 4.86. Airbnb published data
18%Of operators with a direct booking site get zero bookings from it. Hostaway 2026 STR Report
84%Of managers with 100+ listings already use AI. Industry-wide it's 61%. Hostaway 2026

What's inside

Six stages, 26 messages, 26 pages

4 messages

Booking & confirmation

Fires within minutes. Sets three expectations before they can become disputes — check-in time, early check-in, and packages.

8 messages

Pre-arrival

Three escalating reminders that only send if the guest hasn't completed the portal, plus two upsells that exist purely to make money.

3 messages

In-stay

The review-protection message. Invites complaints while you can still fix them, and teaches the star scale before they rate you.

3 messages

Departure

Checkout instructions, the five departure tasks that save a same-day turnover, and the review ask at peak goodwill.

2 messages

Win-back

The cheapest direct bookings you'll ever get — at checkout, and again at 60 days.

6 messages

The owner track

Messages that exist only for owners. Almost nobody under 60 doors runs this, and it's the least expensive retention work available.

Fit

This is for managers, not hosts

Built for you if…

  • You manage other people's properties for a fee
  • You run somewhere between 5 and 60 doors
  • You've got a PMS and you're not using half of it
  • Your owners hear from you less often than you'd like to admit
  • You'd rather see the reasoning than be handed a template

Not for you if…

  • You're looking for your first co-hosting client
  • You want arbitrage or buy-to-STR strategy
  • You want interior design advice
  • You manage one property and message guests by hand
  • You want someone to tell you which software to buy

Who wrote it

Al and Elissa Sedighravesh

We own Rather Be Properties, a five-star vacation rental management company running 32 properties across California, Arizona and North Carolina. First property live November 2021.

Elissa spent a decade in five-star hospitality in Australia and Dubai and writes the systems. Al came from twelve years in real estate and finance and handles owners. These 26 messages are the ones running on our own portfolio right now — not a theory about what messages should say.

As heard on the Boostly Podcast, Direct Booking Simplified and Angel Host. Featured in SD Voyager.

More about us and the other downloads →

PhotoAl & Elissa — Hostchella Austin, Nov 2025
Al and Elissa Sedighravesh at Hostchella Austin

Start with stage three.

The post-check-in message is the highest-return single automation in the document, and you can have it live today. The other 25 can wait.

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