I would say forget it, find another boat. From what you describe, the cost of having it repaired professionally would have to be more than the boat is worth. If you plan on doing the work yourself, you are in for a huge project, one that will really eat into your sailing time. Mast compression indicates that you would need to get a new mast support beam from Schock, which isn't cheap. And if the hull is in such poor shape, I would bet that the keel is a disaster. It's also quite likely that you would need new standing rigging as well. For the sake of comparisn, out here in California decent S-22's are selling for anywhere from $1500 - $3000, with even better boats available for a bit more.

:: hello from the ozarks, have been looking at a s 22 that
:: is in sad shape bulkheads and most other wood either
:: rotting or starting to go. one lifeline stanchion loose
:: as in bad glass. deck soft in only one spot. mast
:: compression evident, i have not seen hull with it pulled
:: from water. all negatives out of the way. i have never
:: tackled anything like this and question is should i now,
:: or let it go? any thoughts on value? am crewing for
:: others in races here and am looking for something to
:: race myself. any comments appreciated thanks rick