"Delete Multiple Recordings" is more than a single-approach issue. Series TV shows is one thing, while news shows are quite another. Movies, another example, are single-shot recordings and never present the "multiple" problem.
Recognizing these various scenarios, Tablo should be considering a "Keep X Issues" option when "Record All" or "Record New" is selected. For news shows, keeping no more than two back issues, without monitoring and manually deleting many when they build up, would be a most welcome feature.