13. Prepare for yourselves wise and understanding men, known among your tribes, and I will make them heads over you.
understanding [men]: [I.e., men] who understand [and derive] one thing from another. This is what Arius asked Rabbi Yose: “What is the difference between wise men and understanding men?” [Rabbi Yose said] "A wise man is like a rich money changer: When people bring him dinars to examine, he examines them. When they do not bring [money] to him, he sits doing nothing. An understanding man, however, is like a merchant money changer: When they bring him money to examine, he examines it, and when they do not bring it to him, he goes out and brings his own [money-i.e., he does not wait for people to come to him-he goes to them] (Sifrei)
credit:
http://www.chabad.org/parshah/torahreading.asp?AID=36232&p=2&v=ds
A wise man a Chocham, when someone brings a question to him, he is smart and so he ponders it and answers it. But when they don't bring a question to him so he doesn't think about it. An understanding man, when they bring a question in Torah to him so he answers it but when they don't bring him question in Torah so he thinks of his own questions and ponders Torah anyway deeper and deeper until someone comes along.
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