Rather ironic I probably could not tell your 90 model from a 2020 model (has to have a bit of dirt and sun fading). But Mother Caterpillar says too old to worry about.Hope someone here is able to help.
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I see on eBay a manual for 54 55 57 winches. The sales listing is titled " caterpillar 54 55 57 winch service specs. The title of the manual is" Specifications testing service operations and testing and adjusting". If these winches Are similar to model 53 winches, it may have some very useful information. Old magnet or other folks make know if these winches are similar enough to make it worthwhile to purchase one of these manuals.
Maybe that's why it doesn't work - if it's not the right winch for the tractor?