Brian,
Welcome to sailing, and congrats on the C36! Looking at the link you provided, it appears that the S2 has a similar rig to the C36. They both have a forestay, backstay, single upper shrouds, and double lower shrouds, for a total of 8 connection points keeping the mast upright. I think that any rigger you talk to would tell you that you do NOT want to start changing the attachment points on the C36, specifically the stem fitting (at the bow), stern fitting, and the six chainplates for the shrouds. All 8 of these points are very securely attached to the hull, and are an integral part of holding the mast up. You don't need to cut new holes and fill the old ones. What you will most likely have to do is to measure each of the 8 shrouds (wires) accurately, and find out if they are too short or too long. If they are too short, you can purchase toggles to increase the length. If they are too long, you can cut the wire and either swage or fasten new end fittings. The best way to do so would be to place a C36 mast and an S2 mast next to each other on saw horses, and measure each wire. You'd be looking at the distance from the base of the mast, for comparison purposes, for each wire. You would also have to make sure the cross section of the two masts are similar, so that the S2 mast can fit in the partners (hole in the deck), and fit onto the mast step in the cabin. This is not a minor project. Everything will have to be sorted out before you actually lift the mast up to install it. Every length, every fitting. BTW, the C36 mast weighs about 600 lbs. You will also require a very patient crane operator. You might want to consider looking for a used C36 mast instead. It could be either a tall rig or standard rig, and you would most likely get all the shrouds with it. I know that Chic Lasser, the C36IA Commodore, sold his mast a year or so ago, when he changed to a furling mast. Hope this helps.

Hi Brian- Welcome aboard!

What area of the country are you in? This might help others offer you some ideas.

[url]http://www.newjsi.com/spars.aspx[/url]

Once you find the mast you should also consider replacing all the standing rigging. No sense doing the install only to have to redo it in a couple years.

Brian,
Most likely when you purchase a mast, it will come with rigging. You could then take each piece off and have it duplicated. If you start from scratch having a new mast built for you, then you could use the dimensions in the owner's manual for new rigging.

Brian, you don't need trig (whew!:)). Just look in the C36 manual and there's a list of all the standing and running rigging lengths. You'll have to account for the turnbuckles at the shrouds, and whatever you may have or want for a forestay (furling?) and backstay (split or not, and with or w/o adjuster). You'll still have to do some designing and adjusting, but that's the very best start you can get, 'cuz it's the first thing they ask you if you have: the basic plan. Any rigger or DIY'er can do it from there.