First off, I'm a cruiser---not a racer---so I'm not Fanatical about bottoms.
Four pads at 25 sq. in. apiece ain't gonna make a whole lot of difference to me, compared with the entire bottom.
So I leave a small soda bottle half full of bottom paint, along with a disposable foam brush, hanging in a ziplock bag from one of the jackstands. When they launch in the Spring, the yard crew lifts the boat with their straps, then touches up where the pads were.
Does the fresh paint have time for a proper cure? Probably not. But next season the chances of having the jackstands placed in Exactly the same spot are, well, ....