Quote Originally Posted by gmay3 View Post
I am running it on a home network using wifi.

I also don't have a static IP assigned to the Pi so it is likely changing its IP address depending on what other wireless devices are connected to the router. I'm not sure if this could be causing the problem.

I actually removed it from the printer and plugged it into my TV to see if I could see what could be hanging it up but it seemed like the desktop booted fine and there is some sort of background process which is not visible via the desktop hosting the octoprint server.
I told my router to give every device its own IP, and to not change it at all later. I then told the router firewall to redirect the OctoPi page to my home IP address with specific ort tagged on the end.

Does the server activate and run properly when you have it connected to the TV?