Earlier quoted context omitted.
Not everyone takes "I don't want to talk about that" easily. A '...with you' is always available to be inferred, and a weak ego easily takes insult at that. If that weak ego belongs to someone who signs your paychecks, now you have a problem.
I don’t think telling those people ‘learn how to recognize no’ is going to make much of a difference.
Specifically, I'm saying "here's how to avoid pushing things to the point where 'I don't want to talk about that' is something that has to be said."