I have seen batteries show good voltage but they didn't have the cranking power to start a motor. You shouldn't let a battery completely drain. And you shouldn't constantly charge it either. Those good battery tenders Old Mechanic mentioned do a good job but otherwise you should disconnect the battery if you are going to leave it for months especially if you have some current draw somewhere. I bet its a combination of overcharging while running or on a charger and sitting a long time with a draw.
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