Yep,
Issue was that when I made the edit in the actual game server settings,
I either A didnt click "save" before Update Existing Services.
Or B. who the hell knows.....
Either way I added css/ to Working Directory:
clicked save,
Then Update Existing Services.
I noticed that it didnt add the ending "/" when I checked the individual "Service Settings". So I just clicked "save" once on each css server in the service settings it added the / then I ran steam update and
VOILA
issue fixed.
Thanks guys! Appreciate the assistance and cant thank you enough for giving us linux folk a solution thats not a pile!