Keep Latest Episode not deleting old shows

I have my HDhomeRun DVR set to record the morning news program daily. The advanced edit is set to keep “Latest Episode” and to delete after playing “After a day”. However, if I watch only a portion of a show (usually the case), it never gets deleted automatically, leaving a string of old partially watched shows that I don’t want. Is there a way to automatically have these old shows removed and only keep the latest show in Plex?

Not currently. There is a (not very popular) feature request for this:

It could probably be worded a bit better, but there it is.

However, as it stands now, only episodes which are marked unplayed (Keep) or played (Delete episodes after playing) can be automatically deleted.