there is the question....
Is it healthy for mast ( and sail ) to stay under load all the time or should be de - rigged every time after use?
I do not, but I dream that one day when living on waterfront I will keep on my sails on the masts hanging in my garage ready to go. Just attach boom and hop on the water without travel, rigging and the worst could happens - having wrong sail for the conditions.
At resorts they probably have sails rigged all the time , but their life span is not that long anyway. Same with windsurfing schools.