I think this could be solved technically, but there would have to be multiple versions (at least two) of the cloud connection to the Rabbit Hole.
So that one is active until the update has been carried out and then after the update the switch is made to the latest version of the cloud connection.
This clould make a ability to postpone one (only one) update for a certain period of time possile.
The only question is, would @rabbit be ready for something like that?