I think we can all agree that sailboats are a lot of money no matter how you approach it. We spent under six figures for our old boat. She had reasonable sails and new standing rigging and not too old of a paint job. After installing a new engine, new fuel tank, rewiring her, installing roller furling and new jib and wooding the bright work we still have much less in her than new 37 footers cost. I like to think that the money spent is a bit more secure than had we fought a new anything for the same cost.