There have been major changes in processes such as threads. You also
have to boot the 5.3 update in single user mode to have a kernel that
accepts the new arrangement and then install the userland. Before 5.1
or 5.2 it didn't matter much but there was an fs change that you update
in single user mode or boot the fix disc to finish the botched update.
You also have the problem that probably none of your ports from 4.x will
work at 6.0. This could take quite a bit of time to upgrade.
One advantage is that I didn't really bother with the ports on that server, I
rolled my own apps as I wasn't totally up with the ports system at the time,
just seemed easier until I go the hang of it, so I probably would go for a
fresh install of ports and get the latest versions of software installed that way.
The server is used for web hosting so I only really need to save out a few
config files for virtual hosts etc. and the email directories.
It's sounding as though it might be easier just to have an hour or two of
downtime late one night and do a fresh install...
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