If anyone is interested in this topic this article goes into more detail:
https://msdn.microsoft.com/en-us/library/windows/desktop/bb9...
https://msdn.microsoft.com/en-us/library/windows/desktop/bb9...
By default, this is currently enabled, as noted here: https://stackoverflow.com/questions/11712322/error-the-times...
You have to go out of your way when signing an app on macOS to disable timestamping in current OS versions.