Confucious said that real knowledge is knowing the extent of one's ignorance.Aristotle and Socrates said the same thing.Is it a skill that can be taught or learned? It probably can, if you have enough of a stake riding on the outcome...

如果某件事足够重要，即使胜算不大，你也要去做。

释义：不能因为暂时的得意就自夸能力出众；也不能因为暂时的失意就丧失自己的志向。