Don’t see much related to the office so I’m not sure you done a full plex dance. Regardless, I bet you are having problems with Modern Family …
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E14.1080p.AMZN.WEB-DL.DD5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E15.1080p.AMZN.WEB-DL.DD5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E16.1080p.AMZN.WEB-DL.DD5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E17.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E18.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E19.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E20.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E21.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Sep 07, 2022 10:53:18.548 [0x7fd731b4fb00] ERROR - Error opening file '"/volume1/video/TV Shows/Modern Family/Season 10/Modern.Family.S10E22.1080p.AMZN.WEB-DL.DDP5.1.H.264-NTb.mkv"' - Permission denied (13)
Also, the matcher could be having trouble with some shows based on activity in your logs, do you have many unmatched shows ?
Really, your naming of things do not match the plex standards which I think could be the main cause of your problems but will let the ninja’s comment some more https://support.plex.tv/articles/naming-and-organizing-your-tv-show-files. Example, the season folder names are using single digit names Season 1 where it should be Season 01.
