Add Checkout Day-Based Conditional Messaging (Day of Week Triggers)
I'd love to see Hospitable support conditional messaging based on a reservation's checkout day of the week. For example, if a guest is checking out on a Sunday, I could create an automated message that sends on Saturday evening. If the guest is checking out on any other day, the message would not be sent.
This would be useful for many operational scenarios that vary by day of the week, such as late checkout offers, cleaner schedules, maintenance planning, guest communication, and special property procedures.
As an example, during the slow season most of my guests checkout on Sunday, but my cleaners do not come until Monday. So if the guest has not signed up for a late checkout, I would like to automatically tell them they can take their time when leaving on Sunday and leave a few hours later for free. Why not give them some additional time to ensure they have a good checkout experience when it will have no impact on cleaning the property since the house will be vacant until the following day. I would like to automate this messaging.
Ideally, Hospitable would provide custom conditions for all seven days of the week, allowing hosts to build automations such as:
If checkout day = Sunday → send Message A
If checkout day = Friday → send Message B
If checkout day = Monday → send Message C
This added flexibility would eliminate many manual messaging tasks and enable hosts to automate communications based on the actual stay schedule rather than relying on one-size-fits-all workflows.
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