So lets start with the basics. The folder name and file names do not match.
If this was in my library the folder would be called Philip Marlowe, Private Eye (1983) {tvdb-75277}
NOTE: this includes both the full year, and TVDB id of the show.
as for the file names:
Philip Marlowe, Private Eye - S01E01 - The Pencil
Philip Marlowe, Private Eye - S01E02 - The King in Yellow
Philip Marlowe, Private Eye - S01E03 - Finger Man
Philip Marlowe, Private Eye - S01E04 - Nevada Gas
Philip Marlowe, Private Eye - S01E05 - Smart Aleck Kill
Philip Marlowe, Private Eye - S02E01 - Blackmailers Don't Shoot
Philip Marlowe, Private Eye - S02E02 - Spanish Blood
Philip Marlowe, Private Eye - S02E03 - Pickup on Noon Street
Philip Marlowe, Private Eye - S02E04 - Guns at Cyrano's
Philip Marlowe, Private Eye - S02E05 - Trouble Is My Business
Philip Marlowe, Private Eye - S02E06 - Red Wind
Note that I matched the show name exactly in the file names.
I would rename the files, perform the Plex Dance, and then post your server logs if that does not resolve your issue
