Just to add to what Jake said

the upper gudgeon "eye-bolt" will need to be replaced as soon as you take possession of the boat. Don't take a risk. As Power-Dave says, "you never know when one of those [email]F@)#&@#%s[/email] is going to break on you"

Check the dagger gaskets, they like to come out.

if its an end-pole snuffer, check the tube where it meets the forestay bridle ring. If it hasn't been protected there could be dangerous wear around that area.

Check the spin for pinholes due to snuffing. Check the mainsail window for cracks and holes.

Make sure the mainsail goes up and down the mast fairly easily.

The tramp is the sticking point though. Its a real pain in the butt when you're on the water all day and the tramp starts pulling out of one of the corners. I've almost ended up in the drink a couple times because of it.