Keep Latest Episodes not working

Server Version#: 1.18.1.1973
Player Version#: Various, N/A

It appears that questions only get one reply, so I’m going to try posting for the third time this same question that I posted before: Does Keep X Episodes work for anyone?

As I wrote before:

Does anyone have success with Plex actually deleting episodes, and/or can anyone point me to where I might find logs that explain why it just never works for me?

I downloaded the logs, and there are a great deal of files. Which group do I look through? Any particular keywords to check? I searched the whole folder for files containing “delet” as well as the name of the show (“colbert”) and didn’t find anything that seemed to indicate a failed attempt to delete. The only results were in “Plex Media Server.log” and “com.plexapp.agents.thetvdb.log.5”

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