A '98 Zinfandel for a 20 year old Bordeaux?! Sounds like a great exchange -- so you only pause briefly before you jump at the opportunity! The more noble -- and above all the more ripe -- vintages you store in your wine cellar, the better.

Regardless of whether it's Chardonnay, Merlot, Portuguese or Cabernet Sauvignon -- if you trade thoughtfully and limit yourself to one or two types, you'll have the best chance for victory.