Easy example: If you die, and someone pays to keep your personal website online but makes no modifications, your works will eventually fall into public domain (ignore temporarily the likely changes to copyright law), if you're automatically updating copyright dates you're misrepresenting the copyright status of your works.
We use source control and database timestamps to programmatically help determine the correct date(s) to display, but it is still partially a manual process.
A quick google over to copyright.gov
Omission of notice means publishing without a notice. In
addition, some errors are considered the same as omission of
notice. These are:
o A notice that does not contain the symbol © [...]
o A notice dated more than one year later than the date of
first publication