How can one detect that users have cracked a password?

To detect this, you would either have to review the security logs regularly or use a network sniffer to monitor users accessing shares in real time. A combination of the two would be the most prudent. Security logging can be switched on from the event viewer. 

A network sniffer can be used to log IP's & Users accessing particular servers or shares. In real time an administrator would be able to see which users are accessing which shares.

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