At this point in my road to enlightenment I'm not sure I could distinguish an expensive cigar from a $5 stick. One my palate develops, maybe the price would be worth it to try one, but I don't see a box in my future.
I just purchased two at that price point the other day at the B&M sponsored Drew Estate event. those two will be going away for a while while I smoke the less expensive ones to determine where my taste lies.
Ryan