Tom Paul;
William Flynn probably designed less overtly "bad" holes than any other architect in history, on average.
However, the 9th at Philmont North certainly qualifies in that category.
The problem as I see it is that Flynn was given a site where the "south" course already existed, and to get to and from the clubhouse, he had to work over some really lousy terrain. Thus, you have the worst holes on 1, 9, 10, 18, which really only work to get you out and back to the much better land (and seriously underrated holes) that exist on the mid stretches of each nine there.
In fact, Philmont has some of the very best Flynn holes I've seen. It's just held back by the awkwardness of the property he was asked to work on in stretches.