Good judgment becomes visible when several reasonable options remain.

When one path is clearly right, no judgment is being exercised, only arithmetic. The interesting moments are the ones where several defensible options remain and no further analysis will separate them. There you are choosing on values, on tolerance for particular risks, on what kind of person you want to be in this situation. That is what judgment actually is, and it only becomes visible once the easy eliminations are done.

If you find yourself researching endlessly, ask whether you are still gathering facts or already in the values part of the decision. If it is the latter, more information will not help. Ask instead which regret you would rather live with, and choose in that direction.