I do think a feature request could be to add the timestamp of the local machine with every request. But for now, this is a workaround:
Create a rule:
when a request is related to the time or date or day of the week, use a cmd date command to get the current date before responding
Then add PowerShell or cmd (whichever it prompts) to allow list.
Before
Which like you said is probably something defined when the chat is started.
After
