Boat work
It all depends on what you are comfortable with. I fixed the floor in mine boat by myself. The hard work is all the sanding and preperation work. You may find it to be an easy job, just very time consuming. If I would have done the gel coat myself I could have done my shallow runner deck repair job for under $ 1000.00
Older boats that are paid for and are sea worthy are worth the effort. Have you priced most of the new rigs lately, most start around 20K. Seems to much for me since I get to fish all the time (lol). If I fished twice a week or for a living than a boat like this would be fine.
If the repairs are small and simple I would repair them. Selling the boat and not diclosing the problems may come back to haunt later, and if you do disclose it, your asking price gets chopped down in a hurry, becauase a good buyer if interested will find out some cost involved prior to buying.
I redid my shallow runner search under "shallow runner deck repair". Dargel John built a boat on the site with many pictures and post. Some others on the board have also done work, one guide did a great article(s) on it. Search under boating forumn.
Good Luck.
Jimmy