When asking for help. Where do you stop. When do you start becoming a nuisance?
When reaching some one via an email. Do you write at each address you know or trust the one you know is commonly used.
Not reacting to an irritant might eventually end a relationship any way. Would you risk telling the truth to avoid future misunderstandings.
Pessimism is a view point so is being practical. One is not synonymous with the other. As one still harbours hope.
Attention and being over bearing. Really really fine line there.