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I don't think so mate, unless it's clearly worn or damaged. I contemplated changing mine to the lightened TTV one, but it was another few hundred quid and for what i use it for there's not much point. Was already the best part of £2k in already.
Yeah.... leaving it outside probably isn't the best haha.
To bleed them, there's usually a bung in the piston/cylinder. Remove that and turn the handle as you would if you were lowering the jack and give the handle a few pumps.