Updating the new version of a file in resources does not change to the newer version

This seems like it’s working as intended. If you upload a new version the file contents do change. Internally the name and link won’t change, however the file type does change. So your browser should treat it differently.

Realistically file extensions like .ppt or .pptx are optional and not even required anymore even for files Windows.

If it did change the name and link it could cause issues if the file was linked somewhere else in Sakai.