"a very good friend owns a small winery and this last winter was experimenting with a late harvest wine (sorta Ice Wine) and decided that he didn't get what he wanted. He wants me to distill this wine into brandy. Here are my questions.
He has only 5 gallons of the product so do I do a stripping run first and then combine with water for the second run or just do one run? IF I use only one run I know there will be little of the middle run as compared to the heads and tails, do I keep these and use in some other run even if it is not grape wine? I am very new to distillation, have been making beer for years. so the move to distillation has been fairly natural, but I hate to waste his product and know that having several stripping runs and combination of those runs would make a better product.
How would you do this?

Thank All, just as with my other forums for beer brewing, I am amazed with all the help people receive on these forums."

I've never made any but read about it. What I remember is it's supposed to be distilled very slowly so you get more or the flavor into the distillate. Then it's gonna taste bad until it's aged in a oak cask . The longer the better.

Just to be clear, from 5 gallons of wine I got 5.25 liters. That includes heads, hearts and tails.