you got to ask yourself 1st " whats this boat wurth to me?" not what its wurth as a value. reason i say is. to paint that boat what it sounds like you want is not cheap but it will be more than the couple of grand its wurth. if it has sentimental value as 2 of mine do. dump the bucks and dont look back. if it dont. hit up the either jet boat guys or v drive guys to get you a good hull thats wuth painting. im not saying yours isnt but im sure there are great fast and safe hulls out there that will at least bring you some decent return on the money you dump in it. they call it a BOAT for a reason Bust Out Another Thousand.
The boat and glass are in good shape. I was thinking of orange. The current paint needs to be completely stripped. I just want a nice and durable finish.
For a middle of the road urethane single stage your probably going to be between 350-450 for material. That's primer, sealer, color. If you want to go base/clear its going to be more. There's nothing wrong with a decent single stage, especially if its a solid color. Now a pearl, metallic, etc, is completely different. You could probably do most of the prep yourself if the hull is clean like you said. I noticed your in horse country from the photos. If I was you on a budget I'd go hit a couple of the horse trailer dealers and ask who does there repair work. The previous poster was dead on about deciding if its worth it. I'd say its 2-2.5k to get it done on a deal.
another way and works great for budget. go to your local jr college or high school. for a small donation they will paint it for you as a project. they are all watched as the boat gets done. another way is look into the prison system. they have a body shop program and will paint cars and boats fairly cheap. just watch out for stow aways when you get it back. i agree above. put a number you can afford and look around. with the economy in the dunps you can find good deals . any questions shoot a msg on the boards and we all will help you. ask what kind of paint used and the warranty......