The type of bottom paint matters. There is "hard" paint that has to be in the water. Once its out for a few days it starts oxidizing the copper. Over a winter it is shot.
Hard paint is good in Florida where you don't haul the boat for 6 months.
There is Ablative paint. It can go in and out and you can paint in the fall and be good next spring. I use it. I used West marine CCP with good result. I tried West Marine PCA (more copper) last year because it was on super sale. Definitely was better. Used it again this year.
Generally, you can paint Ablative over old Hard but not the other way.
Go on the West Marine site there is a good explaination of bottom paint.
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