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If you follow this guide you do minimise your risks.
If you use apps I would suggest checking the threads about app compatibility and updating your already installed compatible apps to the latest version (if you have not done so already) before doing the firmware update.
Upgraded just fine and updated the apps that I used. One issue I'm noticing is that I'll shut it down, and a short time afterward, it will start back up again. I don't run it 24/7 - it's more on demand, so this is a little odd. Any ideas on troubleshooting?
That might suggest a PSU that is on the way out. I assume this happens regardless of when or how the system is shutdown? If not the issue is likely something different.
Does 6.6.0 natively ship with and/or support Java 8?
OS-6 doesn't ship with java installed, but you can manually install it with ssh. Java 8 can be installed on Debian Jessie (which is what OS 6.6.0 uses).
@AMRivlin, can you enable Secure Diagnostic Mode, and PM me the 5-digit code? Your logs show a permissions issue with the directory where the network config file lives. Side note: your logs also show what appears to be a brute-force attack on the SSH server. You may want to remove the NAS from direct internet access, or at least disable password authentication and require keys instead.
