First, a little background on setup: Mac: 2016 13" tbMBP Storage: FreeNAS 11 as VM on ESXi 6.5; all shares connected with SMB 3.02 per Terminal Network: 802.11ac Linksys WRT1900ACS Since my 2011 MBP encountered death by AMD last week, I had to move up my timeline to hosting my iTunes library on my NAS sooner than I thought. While this seemed simple enough, it has been a headache for the past several days. I have my iTunes library set up as it's own share on FreeNAS and have it mounted directly in Finder (opening the share directly contains the ITL file, Media folder, etc). I launched iTunes with an Option+Click to choose the library file on the share and changed my preferences to use the folder in the share. This worked fine for a little while, then started getting constant errors about not being able to locate files and iTunes was reorganizing folders outside of the typical /iTunes Media/Music folder even after I manually moved them back to where they should be (kept moving them to the iTunes Media folder). I finally got fed up and am now running iTunes off an external USB 3.0 hard drive with a copy of the home folder from my 2011 MBP and it's perfectly fine. Has anyone had issues with SMB on Mojave? Before it's demise, my 2011 MacBook Pro never had any issues with writing to the NAS on High Sierra aside from being crippled by 802.11n Wi-Fi. I also kept hitting a -36 error in Finder on Mojave when copying files to the NAS - I did the dot_clean method in Terminal which had no effect. Never had that problem with my NAS on High Sierra, nor on my work laptop running Windows 10 1709 copying a 3GB file over SMB to test connection stability. Also had no problem copying from a USB hard drive connected to my Windows Server 2016 VM to the shares (these VMs coexist on the same ESXi host).