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Kankama said..
Gday Azure - sure the mast will have no issues with the weight BUT you should not go up an old mast in a bosun's chair - it is because you have no idea of the state of the halyards. I go up on my own boat's halyards with no issues, because they are over specced for humans and because I maintain the boat. If it was me I would check to see if I could run my own rope through the main halyard system, by whipping my own good spectra 8mm or so line onto the tail of the main halyard and pulling it through. Then I would be happy to go up on my own rope. At the end I could put it all back.
Get some one who can pull themselves up the mast too. IT is a real pain to have to winch someone up the mast - but then again I am always the guy going up the mast.
cheers
Phil
Just to ad to that excellent advice, use the main halyard as long as it's internal. Then if the sheave fails it does not matter quite so much!