Hi Kappy, thanks for the quick reply!
I tried to change the owner of the HDD to root:wheel without success. Can you tell me what's wrong via the terminal outputs below?
ELCAP is the SSD. ELCAP_1TB is the HDD. For troubleshooting purposes, I set all permissions to 777 but still get the prompt for Admin password when trying to write any file to any of the linked or non-linked directories. For example, the Desktop folder is kept on ELCAP (the SSD) and the Documents folder on ELCAP_1TB (the HDD) but trying to add a new folder or delete an existing file both trigger the prompt for Admin password.
jimac_wlan:Volumes jimac$ ls -al
total 8
drwxrwxrwt@ 4 root admin 136 Feb 22 20:00 .
drwxr-xr-x 30 root wheel 1088 Feb 21 23:17 ..
lrwxr-xr-x 1 root admin 1 Feb 22 16:18 ELCAP -> /
drwxrwxrwx 15 root wheel 578 Feb 21 22:20 ELCAP_1TB
jimac_wlan:Volumes jimac$ cd ELCAP_1TB/
jimac_wlan:ELCAP_1TB jimac$ ls -al
total 24
drwxrwxrwx 15 root wheel 578 Feb 21 22:20 .
drwxrwxrwt@ 4 root admin 136 Feb 22 20:00 ..
-rwxrwxrwx@ 1 root staff 6148 Feb 22 20:03 .DS_Store
drwxrwxrwx 8 root staff 272 Feb 21 21:28 .DocumentRevisions-V100-bad-1
-rwxrwxrwx 1 root staff 321 Feb 16 20:42 .OSInstallMessages
drwxrwxrwx 5 root staff 170 Feb 16 20:43 .Spotlight-V100
drwxrwxrwx@ 5 root staff 170 Feb 20 09:53 .TemporaryItems
drwxrwxrwx@ 4 root staff 136 Feb 22 19:54 .Trashes
drwxrwxrwx 1540 root staff 52360 Feb 22 20:03 .fseventsd
drwxrwxrwx 3 root staff 102 Feb 20 23:51 Links
drwxrwxrwx 11 jason staff 374 Feb 20 22:07 jason
drwxrwxrwx 10 katherine staff 340 Feb 20 21:51 katherine
drwxrwxrwx@ 11 media staff 374 Feb 20 22:05 media
jimac_wlan:ELCAP_1TB jimac$ cd katherine/
jimac_wlan:katherine jimac$ ls -al
total 24
drwxrwxrwx 10 katherine staff 340 Feb 20 21:51 .
drwxrwxrwx 15 root wheel 578 Feb 21 22:20 ..
-rwxrwxrwx@ 1 katherine staff 8196 Feb 21 22:16 .DS_Store
drwxrwxrwx@ 11 katherine staff 374 Jan 29 2015 Documents
drwxrwxrwx@ 571 katherine staff 19414 Feb 9 06:39 Downloads
drwxrwxrwx@ 43 katherine staff 1462 Jan 16 16:11 Dropbox
drwxrwxrwx@ 44 katherine staff 1496 Sep 21 22:05 Library
drwxrwxrwx@ 4 katherine staff 136 Dec 16 02:16 Movies
drwxrwxrwx@ 4 katherine staff 136 Aug 4 2013 Music
drwxrwxrwx@ 8 katherine staff 272 Feb 20 21:42 Pictures
Here is output of ls -al on /Users/katherine showing the symlinks.
[jimac_wlan:katherine jimac$ ls -al
total 80
drwxrwxrwx@ 20 katherine staff 680 Feb 20 21:47 .
drwxr-xr-x 8 root admin 272 Feb 22 20:05 ..
-rwxrwxrwx 1 katherine staff 7 Feb 19 16:47 .CFUserTextEncoding
-rwxrwxrwx@ 1 katherine staff 10244 Feb 22 20:05 .DS_Store
drwxrwxrwx 4 katherine staff 136 Feb 19 23:38 .Trash
-rwxrwxrwx 1 katherine staff 19 Mar 1 2014 .bash_history
drwxrwxrwx 3 katherine staff 102 Aug 28 2013 .cups
drwxrwxrwx 10 katherine staff 340 Feb 22 20:05 .dropbox
drwxrwxrwx 4 katherine staff 136 Feb 28 2015 .dvdcss
drwxrwxrwx 3 katherine staff 102 Jul 28 2014 .fontconfig
drwxrwxrwx 3 katherine staff 102 Aug 5 2013 .plex
drwxrwxrwx 3 katherine staff 102 Jul 22 2014 .plexht
drwxrwxrwx@ 79 katherine staff 2686 Feb 4 15:03 Desktop
lrwxr-xr-x 1 katherine staff 38 Feb 20 21:45 Documents -> /Volumes/ELCAP_1TB/katherine/Documents
lrwxr-xr-x 1 katherine staff 38 Feb 20 21:45 Downloads -> /Volumes/ELCAP_1TB/katherine/Downloads
drwxrwxrwx@ 52 katherine staff 1768 Feb 19 16:52 Library
lrwxr-xr-x 1 katherine staff 35 Feb 20 21:45 Movies -> /Volumes/ELCAP_1TB/katherine/Movies
lrwxr-xr-x 1 katherine staff 34 Feb 20 21:46 Music -> /Volumes/ELCAP_1TB/katherine/Music
lrwxr-xr-x 1 katherine staff 37 Feb 20 21:46 Pictures -> /Volumes/ELCAP_1TB/katherine/Pictures
drwxrwxrwx+ 3 katherine staff 102 Feb 18 18:28 Sites