This blog entry is instructive and helpful—you really don’t want your ostensibly free software work being done in such a way that it requires non-free software to reproduce or extend.

We identify this for Java, we’ve seen it come up again with regard to software patents. Why are we reluctant to see how non-free fonts are a problem?

The FSF has given some font issues some consideration, although not as much as they’ve given to other licensing matters.