LOL not to disagree with Skipshot TOO much...
On the left hull where the rudder pin goes through the hull into the gudgeons, its tore out. Can i just lay up layers of cloth/resin and drill it out, or can it be eliminated?
If it's just the fiberglass part of the deck that's missing, that is totally cosmetic. Do what you like.
The cheek block on the mast is missing the rollers. Should i replace it with the same, or is there something better/easier to use?
Replace it with the same, unless you want to spend $$ on an Aussie-style halyard system.
The rope that ties up the tramp is sorta like clothes line. Should i replace it with something else?
Is it tight? I just used $4.99 for 50 feet of Wal-Mart nylon rope on my tramp. If you pull it tight enough that works fine. I see no reason to spend $0.80/foot on halyard for tramp lacing. If you want to go with bungee by the foot, I know lots of people do that too, that usually costs around $0.40/foot.
The paint is super faded, but the guy threw in $160 worth of new primer/paint. Can it wait till winter?
Is the boat actually painted? Or is the gelcoat just faded? If it's the gelcoat, get a power buffer and some 3M Fiberglass Restorer and Wax and go to town. That should help quite a bit. Are the bottoms in good condition? If not you might need to do a bottom job. I hesitate to paint the boat because of the added weight, but that's more personal preference.
The halyard cleats are kinda flexy/rubbery. Is that how it should be?
Flexy-like-new-plastic-flexy as opposed to stiff like plastic-that-has-been-in-the-sun-for-too-many-years? That should be okay. But if something seems amiss or weak then replace 'em. They're only like, $4 from Murray's I think.
The mast has two small dings in it. Will this cause it to fold up at those points?
Depends on where the dings are and how deep they are. Good luck with that.
It also came with spare rudder. Do you need this, or can i trade it for some parts?
You can never have too many rudders. lol
What else should i examine?
Is the tramp ripping out at any grommets? Definately inspect the standing rigging. What is the condition of the running rigging? You might want to replace the O-rings on the drain plugs. Just take one of them into Home Depot and you can probably match it in the plumbing section. Also, try blowing into the drain holes (and maintaining the pressure with your mouth) and have a buddy walk around to see if he can hear air hissing out anywhere. If he hears some coming from the front pylon on that side it's okay; anywhere else could indicate a leak.
Everything else looks great, the sails are nice, came with trailer and hobie box. Cables all look good. Cant wait to try it out. Thanks for the[/quote]