Adding item multiple times in same playlist

I would like to have multiple instances of a file in the same playlist so, for example, it would play as the 2nd item in the playlist and then again as the 8th item. Plex does not seem to allow this. If I try to add the file to the playlist again, the playlist only shows the 1st instance. Is there a way to do this? If not, please consider this a feature request.

No this cannot be done. Thread changed to a feature suggestion.