what time does Windows like

A boring test:

The graphic interface (Time and Date in Control Panel): it only accept input within 1981 and 2080, but can display 8907

cmd.exe dos window: accept input after 1981 and before 8906 (inclusive), but can continue running to 8907.

so you need to wait another 1093 years to see how windows cope with year 9999+1!