Umm... you are *all* over the map bro! Holy crap!
No clue why the GUI IP isn't showing. If it's supposed to be DHCP it's not getting an address (there's a billion reasons for that, so I can't even guess what it might be).
The name/hostname mismatch means that the hostname connecting to the server and the hostname that matches that IP doesn't match. It's not a big deal and you can simply turn that off unless you feel you need that kind of security (hint: you don't if you don't even understand the error... and that link doesn't instill me with confidence that you understand it).
The WebGUI can be unresponsive for a bajillion reasons. Someone else's issue is likely to be totally different than yours unless there is something *extremely* specific to your exact situation and theirs that is identical.
Hint: His problem is not related to your problem. His sanity check passed and his system actually tried to start nginx while yours falls flat on its face while doing the sanity check. Not related at all except that "it's broken".
No clue why you think you need a new USB stick. You provided no evidence whatsoever to even give a hint that your boot device might be to blame at all. In fact, unless ZFS is claiming lots of corruption in your boot device (which I would expect you to have mentioned) then its probably a safe bet that your USB stick is just fine.
No offense, but it really sounds like you are just throwing everything, including the kitchen sink, at the window to see what will stick. Hint: You're going to spend much more time picking up glass than solving your problems if you want to go that way.
Yup. Well aware I'm all over the map because...I have no idea what the problem is and only have enough technical knowledge to know it isn't working and find clues.
I reset the network connections and attempt to ping my router and get 0 response.
So I tried to reset anything related to the web services (nginx, django) and nginx returned as above.
If nginx won't start or restart (and since I have no idea how to truly figure the problem out) and the web service is part of the OS (right? wrong?) I figure...why not just start fresh with the USB stick/OS.
After all...a new OS should have a functioning web service and all settings defaulted. I could either do that, or just reset everything to factory settings...but I'm not sure what/why I should/should not do one over the other.
My data is on the drives and backed up separately. So this is what I have come up with.
You are probably right, I'll be picking up glass...but, unfortunately with my low level of technical knowledge and lack of time or base understanding to expand on, I am unable to figure out what the glass was beforehand or should have been. I have made many bad decisions in retrospect on this build (my first try at this). I did some general research, bought the parts, put it together, tinkered with settings and got it up and running for a couple years, all for less than $600 including the disks.
Honestly, with the general hardware guidelines and slightly better awareness of general maintenance, I could easily something much much better together and have somewhat better understanding
of the what/how/why of it all. But I do also question whether I should do that...or just spend the $ on a preset version that does not require the mid-level techie know-how or admin skills.