Entitlement to expression

I have been challenged lately by the concept of "entitlement to expression".  What factors influence whether someone is able to speak their mind or whether in their doing so they are impacting negatively on others or being destructive to the resolution of the issue at hand?

 Obviously there are guidelines for communicating effectively such as wisdom in one's choice of words, appropriate timing, awareness of the environment in which the conversation is taking place etc but I think what fascinates me is something beyond this.  

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