I think a long/double brew is best for iced coffee, then DON'T put ice in the pitcher -- just put it in the glass when you pour it. If you put ice in the pitcher it double-waters it down when the ice there melts, then the ice in the glass melts too.
As a non-alcohol drinker, I'm always looking for stuff to drink with cigars (I kind of envy you scotch guys). I TRY to stay away from cold drinks, because it can numb the ol taste buds to the flavors of my cigar. So that leaves warm and tepid beverages, which takes out iced tea and iced coffee and soda. Pretty much leaves me with hot tea (anyone know good cigars to pair with various tea blends?? I'd love that) and the old standby espresso. Always looking for options.