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Having someone winch you up on a 27 footer is always tough, the winches are not really up to the task and it's very difficult to flat-out grind a 200 pounder up the mast.

If you have external halyards, you can cancel the load by pulling on the descending part yourself as someone on deck tails the winch, with assist from a grinder. That can go quite quickly.

Be sure to tie on, rather than rely on the shackle that may be on the halyard already. Use a second halyard as a safety if you have it available.
 
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