Permissions flip flop

2.0.0.5338
4.6.2 (Debian 4.6.2.7+dfsg-1ubuntu1)
Linux Mint 19.3, fresh install
https://pastebin.com/ptnPBjsU

I went into Sonarr and added a show (Siesta Key). I selected the entire series (2 seasons worth) and let Sonarr/NZBGet go to work. After a few minutes, it was done but Plex was only seeing season 1 and not season 2. From past experience, I know that if Plex doesn’t have read/execute access to a file/folder, it won’t display it. Looking around, I found the problem:

-rwxr-xr-x 1 roadhazard roadhazard 919012840 Apr  5  2018 'Siesta Key - S01E01 - Romeo and Juliette WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 851657882 Apr  5  2018 'Siesta Key - S01E02 - We Need to Talk About Chloe WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 854603764 Apr  5  2018 "Siesta Key - S01E03 - Kelsey's New Crew WEBDL-720p.mkv"
-rwxr-xr-x 1 roadhazard roadhazard 883705751 Apr  5  2018 "Siesta Key - S01E04 - Alex's Kingdom WEBDL-720p.mkv"
-rwxr-xr-x 1 roadhazard roadhazard 865146746 Apr  5  2018 'Siesta Key - S01E05 - Madisson’s Avenues WEBDL-720p.mkv'
-rw-r--r-- 1 roadhazard roadhazard 900251221 Sep  5  2017 "Siesta Key - S01E06 - Juliette's Bahama Drama WEBDL-720p.mkv"
-rwxr-xr-x 1 roadhazard roadhazard 885116495 Apr  5  2018 'Siesta Key - S01E07 - Messy Messy Kelsey WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 907949403 Apr  5  2018 'Siesta Key - S01E08 - Garrett Gets a Girl WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 930205565 Apr  5  2018 'Siesta Key - S01E09 - Chloe at a Crossroads WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 862379950 Apr  5  2018 'Siesta Key - S01E10 - Juliette’s Midsummer Dream WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 937910285 Apr  5  2018 'Siesta Key - S01E11 - Much Ado About Juliette WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 897506611 Apr  5  2018 'Siesta Key - S01E12 - Chloe’s Birthday Battle Royale WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 902595466 Apr  5  2018 'Siesta Key - S01E13 - Juliette, Interrupted WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 865937275 Apr  5  2018 "Siesta Key - S01E14 - Kelsey's Reality Bites WEBDL-720p.mkv"
-rwxr-xr-x 1 roadhazard roadhazard 973491326 Apr  5  2018 'Siesta Key - S01E15 - Nightmare on Bradisson Street WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 988346805 Apr  5  2018 'Siesta Key - S01E16 - Take a Paige From Canvas WEBDL-720p.mkv'
-rwxr-xr-x 1 roadhazard roadhazard 923868372 Apr  5  2018 "Siesta Key - S01E17 - Alex Won't Kompomise WEBDL-720p.mkv"
-rwxr-xr-x 1 roadhazard roadhazard 897547345 Apr  5  2018 "Siesta Key - S01E18 - Juliette's Great Expectations WEBDL-720p.mkv"

Season 2 folder:

drwxr-xr-x 2 roadhazard roadhazard       4096 Jan  6 22:25  .
drwxr-xr-x 4 roadhazard roadhazard         50 Jan  6 22:25  ..
-rw-r----- 1 roadhazard roadhazard 1750684720 Apr  4  2019 'Siesta Key - S02E01 - Born a King WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1820576278 Apr  4  2019 'Siesta Key - S02E02 - Your Own Hairdresser! WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1865023221 Apr  4  2019 'Siesta Key - S02E03 - Sorry! I Don'\''t Owe You Anything WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1766743696 Apr  4  2019 'Siesta Key - S02E04 - Don'\''t Come to MY trip! WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1822306241 Apr  4  2019 'Siesta Key - S02E05 - How Am I a Lot to Handle!! WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1803194030 Apr  4  2019 'Siesta Key - S02E06 - A Second Tier Friend WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1714718961 Apr  4  2019 "Siesta Key - S02E07 - It's Been a Day WEBDL-720p.mkv"
-rw-r----- 1 roadhazard roadhazard 1715849123 Apr  4  2019 'Siesta Key - S02E08 - Deflect, Deflect, Deflect WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1914718365 Apr  4  2019 'Siesta Key - S02E09 - Cheers to Sunday Funday! WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1721403677 Apr  4  2019 'Siesta Key - S02E10 - I Had High Hopes for You WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1767819131 Apr  4  2019 'Siesta Key - S02E11 - I Want Him (Without the Cheating) WEBDL-720p.mkv'
-rw-r----- 1 roadhazard roadhazard 1785969254 Apr  4  2019 'Siesta Key - S02E12 - Cheers to the End of Summer! WEBDL-720p.mkv'

Question is… why would Sonarr grab season 1 and have the proper permissions and choke on season 2 and not apply the execute permission bit? Currently, I have ‘Set permissions’ OFF in Sonarr. Should I enable that feature? Never had a problem like this before and I’ve been using Sonarr for a long time.

The logs don’t show the import process so it’s impossible to say exactly what the issue was, could be differences on the source files or inherited permissions, so something else, I’m really not sure.