Thanks for pointing out the documentation on backups. We'll want to make sure we're following that.
I agree with all the downsides of having a single WeBWorK server.
Unfortunately, they weren't enough to convince our university to move to something virtualized and distributed.
Of course, I could have ordered several small servers or thin clients instead of a single rack mount server, but then I get the extra workload associated with setting up and maintaining it.
I doubt we'll have problems. If we do, maybe a failure mid-semester with 1000 students relying on it will be enough of a fiasco that we suddenly find enough money to do it right.