Anytime. I feel HN over-represents the too-optimistic and always-assume-good-faith point of view and I believe that is harmful for having an objective and multi-dimensional discourse.
99% of all people are indeed not actively malicious by default but they can be so wrongly incentivized that the end result mimics malice very closely anyway.
Understand the problematic people's motivation if you can. It will help you devise a strategy. If not then maybe it's time for some good old top-bottom management with "you are here to obey orders, bucko".