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I get a bad vibe all around. All $2k boats will need more money put into them, just to keep them safe, let alone maintained. You need to be sure it won't require more than the boat is worth, if fully fixed up. I'm curious what makes you confident the sails are in good shape. How old are they?
If you can't make that determination, you have to view the $2k as rent. Can you afford to scrap the boat, after using it a little while and realizing it's not worth fixing up. Then endure the gut punch of another grand to have it cutup and hauled away, which is likely cheaper than the storage cost, while you wait to sell it (if it can be resold).
It's not that you couldn't win this gamble, but it's a gamble. Can you afford to gamble?
If you can't make that determination, you have to view the $2k as rent. Can you afford to scrap the boat, after using it a little while and realizing it's not worth fixing up. Then endure the gut punch of another grand to have it cutup and hauled away, which is likely cheaper than the storage cost, while you wait to sell it (if it can be resold).
It's not that you couldn't win this gamble, but it's a gamble. Can you afford to gamble?