Is it only the mast track that is dented, or is the main section of the mast also dented? If its only the track, then it shouldn’t be any structural concern. With some thought, you could probaby come up with a simple way to spread the track open - a wooden wedge like you suggested may work. Again, if it’s only the track, I wouldn’t be too concerned. You could also ask the seller to rig the boat to verify that the sail goes up ok.
For the pylon shims, it was very common to shim the pylons using strips of aluminum (beer cans) to eliminate looseness. The alternative would be to epoxy the boat together, but that is more or less a permenant option.
Crunching or cracking sounds in the hull are not a good sign. Also check the amount of flex. The hull should feel very firm when pushing on it. If the hull feels soft or is making cracking sounds, you might want to keep looking around for other options.
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