You can either max it, or keep it a certain amount (about 4 shy of max) and use an item to max it out. The important that is that charisma is maxed one way or the other.
Usually when I advise someone to either max or use items to max specific stats I tell them to take into consideration their own knowledge of the game and where they can obtain items that increase specific stats. For example, if you're not certain whether you want to modify dexterity or charisma or even intelligence with items, see if you know where to obtain items that would increase specific stats and choose according to that. If you know of plenty dexterity modifiers, then don't max it, or if you know a lot of charisma ones then don't max that, etc.
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