The userlands are pretty similar, I think, they both support the GNU tools, as is attested to by the existence of Debian/kFreeBSD.
I don't know what the OP's motivation is, but I'm an enterprise server admin, with lots of Debian experience, but no real FreeBSD knowledge at all. I've been looking at Debian/kFreeBSD off and on for a while as a way to get at ZFS, and possibly better NFS performance. I was actually planning on deploying some experimental Debian/kFreeBSD systems when Jessie releases, but it now looks like that might not be such a good plan: http://lwn.net/Articles/614142/