At least you are located in a place with many options and many people able to perform such work. In out of the way places it's not so easy to even think about such things. Organization to minimize
haul out time would be an issue in
Annapolis. You pay a lot by the day just sitting around waiting.
I would take the time to examine internal
wiring of the mast as well as long as it's out. This should not be a regular exercise.