Wierdest thing, I got an operation failed, and in a non-replicatable bugfix (this probably won't work for anybody else, ever), i performed the following steps:

(keep in mind that I got an operation failed and figured that it was time to attempt the apt-get method above, when terminal froze, i attempted to regain control of my device)

Opened an xterm (ctrl+shift+x) saw it was frozen, attempted to end the process (twice) attempted to shut off the device, and attempted to open a new terminal.

Immediately after that, the device rebooted into the upgrade screen.

This makes me believe that this isn't so much a space issue (as the apt-get method works) as something is messing with the upgrade kickoff by having the extra repos enabled.