what is on the bottom now? is it black ablative anti-fouling? or a colored bottom paint?
why was your bottom painted if you have a trailer boat? did you buy a boat that was previously moored?
if you have black ablative paint on their now and you clean it and then recoat with 2 coats of black, it will last at least a decade on a trailer boat, coming off as will happen with ablative paint.
if you have a barrier coat and a colored bottom paint, and you want to change the color, you will at a minimum need to re-sand and recoat. it will last a long time on a trailer, coming off near the bunks and rollers from wear
if you have black ablative paint on there now and want to go to colored. you will need to sand off down to the fiberglass/gel and start over. at that point, you may want to just spray gel and re-gel the bottom