I have an OpenBSD 5.5 system that I once had physical access to and I was able to plug in a monitor to upgrade from 5.0 to 5.5.
Now it is installed in a location away from my residence in a spot which prohibits me from being able to plug in a monitor.
I have no problems with the system as is, it works fine for my needs, so I can't really justify deinstalling it just to perform an upgrade.
Is it possible to perform an upgrade remotely through ssh? I understand this is not recommended, which makes it sound like it is possible. I know how set it up to boot from an install image on the hard drive, but I can't actually figure out how it could be done since I was fairly sure the install image wouldn't allow for automatic configuration of the network and ssh server.