said..
Second Wind is better suited to your purpose Cisco, but the S&S would be a fantastic boat that I estimate would end up about $50K with new rig etc. An absolutely great boat for someone with guaranteed crew to sail it.
Second Wind is certainly enough of a handful for me, certainly financially, but with a big enough budget I believe I could set an S&S 39 up for single hand sailing and the budget would not have to be huge, just ENOUGH.
However the only reason I would set any yacht up for single handed sailing is so that I could have a Kitchen Bitch chained to the galley.

One that wiggles her tail like this one.