I think skyline greens test the courage of a golfer's convictions.
In most cases, the yardage is known, but the degree to which the green sits above the golfer requires interpolation and feel, add to that, the fact that most skyline greens are elevated to the degree that they're subject to more pronounced breezes/wind, with the icing on the cake of uncertainty regarding the unknown features that lurk nearby and long.
There's an element of precision that's required and an added fear of the unknown, should you not be able to plan AND execute properly.
I'm surprised that you don't see more skyline greens as I would think that their natural footpad/setting would be self evident to most architects.