So it's been some time since I've updated my Eisy. I have the original Eisy, whatever hardware revision was current right before the newer version of it was released (bought it within a couple months of that release). Below you will see the screen shot of my versions from the Web-UI.

I guess I don't know if I do "update all" or if I do one then the rest, or if some of the others should be updated BEFORE doing the OS update or vice/versa.

Should I be doing this through the web version, or should I be doing this through the OG admin console?

Obviously I will be backing everything up the config and PG3 config first and also doing a fresh reboot of the system before triggering any updates so I have a fresh OS bootup without months old cache running.

But can someone please help me understand what the best actual update process is in my case? Thank you in advance!

You're good to go. The best way is still probably by doing it through admin console. Just do your backups and upgrade.

@StangManD just read through the latest release announcement from UD:

https://forum.universal-devices.com/topic/46914-os-144-release-is-now-available/

This gives you the information for running backups and the update.

Basically - you want to run the latest update from the Java Admin Console....NOT the web UI.