I think I may have found my cuplrit. Upon further inspection of the bearing cover, I noticed that the gasket wasn't held in by anything at all, just sandwiched between the two pieces of metal with no sealant or anything.
Looking further I noted that the bottom of the cover wasn't true, which would make sense as this was where my leak was coming from. I'll slam her back together tonight and see how things look.
EDIT - And for the record I have no idea how I wound up with two different screennames. I just noticed it myself.
1973 Series III
1995 RRC LWB
2000 Discovery II
2000 Range Rover