I just saw the first case for a fair while come through on IIS 5.0; it prompted me to wonder when support for IIS 5.0 (as part of Windows 2000) expires.
Well, the answer is: 13th July 2010.
If staying well away from the leading edge - but still supported - is truly important to you, then outside of a Custom Support Agreement you have about a year to test and perform an upgrade to at least Windows Server 2003.
Don’t leave it till the last minute- virtualize those Win2K IIS servers, and try upgrading them to 2003, porting the app to 2003 or 2008 (in many cases, they’ll just be copy-able straight across), and generally getting ready for the transition.
It’s predictable; you can see it coming… take action now!
Other interesting lifecycle events: (by the way, a LifeCycle isn’t that awesome thing from the movie Tron, that’s a Light Cycle)