"Excessive dealings with tyrants are not good for the security of free states"

Demosthenes' quote is a caution against the threats of engaging with tyrants. He is cautioning free states to be cautious of extreme dealings with tyrants, as it can result in a loss of liberty and security. He is suggesting that free states should take care not to end up being too included with tyrants, as it can lead to a loss of autonomy and independence. By engaging with autocrats, totally free states can become susceptible to manipulation and exploitation. Moreover, autocrats can use their power to affect the decisions of totally free states, causing a loss of sovereignty. Eventually, Demosthenes is warning free states to be mindful of their dealings with tyrants, as it can result in a loss of liberty and security.