A simple way to think about wisdom is to see that it involves two signature moves: knowing the world truly and responding effectively. Whenever we say someone is 'wise' we mean that they have a better grip on the world than others and a better sense of what to do. This is true of wisdom in business, leadership, politics, or parenting. A central goal of biblical political theology is to educate political leaders in wisdom—to train people to know what is real and respond effectively.

James, when he writes about wisdom draws out an easily overlooked characteristic: "Who is wise and has understanding among you? He should show his works by good conduct with wisdom’s gentleness." —James 3:13 (HCSB)

Wisdom is characteristically gentle. 
It took the quirkiness of the Holman Bible translation to snag my attention on wisdom's gentleness. Most other English translations of the Bible go with something about "the humility of wisdom" or "meekness". All fair enough, but easy to let the mind slide past. "Wisdom's gentleness" draws attention to a connection—gentleness as wisdom's possession—rather than letting us consider gentleness on its own. Wisdom's gentleness is gently arresting.

Wisdom’s gentleness flows from having a better grip on the world. This is what is entailed by describing gentleness as characteristic of wisdom. And not just gentleness, any claim about the characteristics of a wise person also contains a hidden claim about the nature of reality and the kind of stuff that works in this world. This might seem a strange reverse engineering of the logic of a virtue but it's no exaggeration to say that you can read the structure of real reality off the pattern of behaviours that make up Biblical wisdom. The fact that this real reality might not always be apparent explains why Biblical wisdom sometimes appears foolish. So "wisdom's gentleness" is not just a headline about character. It's also a finger pointed at the world saying, "this is what is real" when that's not always easy to know.

Do you want to know what is real? It's been getting harder for a while.
Gentleness is a clue.
What's real is whatever gentleness is a signpost towards.
I'll freely admit, it takes faith to see what that 'real' is.