Exercising good judgment is easy. Once you are handed the criteria of judgment and the material to be judged, it's no problem.
What's hard is heuristic: getting the criteria and the material.
But even heuristics are easy. There's nothing to brainstorming, SWOT sessions, Hill-Climbing, Expand To Contract, Contract To Expand, and zillions more. What's hard is being lucky enough to find out about heuristics that are appropriate to what you're working on.
This still leaves the matter of judging whether a given heuristic is appropriate to what you're working on. Theoretically, that's unspeakably difficult, but in practice it also turns out to be easy.
For an introduction to George Polya's book about heuristics, "How to Solve It", see this link http://www.math.utah.edu/~alfeld/math/polya.html
See also: Heuristics Considered Harmful.
Exercising "good" judgment is easy. Scare quotes mine - R. Evans, no irony or sarcasm intended. "Good" is integral to humans. It's possible an individual criteria of judgment explicitly dictates what's good and what isn't (in which case you can actively decide to suspend what you consider to be good and incorporate it's definitions), but this is highly unlikely.
Robert, what is your point here? Is it about what this page is about, or is it about something else? --Ben Kovitz