This is my sad face when someone thinks a HTTP reply having a Last-Modified of December 28th on a request made recently means the software responsible for it either has to have aggressive caching or be building static pages.
It is possible to dynamically generate pages with accurate last-modified dates based on their component parts, and thus get old Last-Modified dates naturally. It's just that a lot of dynamic site programs don't bother. (My program does, for reasons.)