I pretty much only sell on ebay. If he sent it without DC, he is taking a risk. It's tough to get mad at him for that, any card that doesn't arrive he will lose a case on. It's a dumb move on his part, but some sellers still do it.
As for a PWE shipping, I would leave positive, but you can leave 1 star for his shipping costs. Once his star for shipping costs approaches 4 he will get the pictuce and change his act.
If the condition of the card is as described then I would still leave positive.
1951 Bowman Mickey Mantle RC
1955 Topps Roberto Clemente RC
1968 Topps Johnny Bench RC PSA 9