Try it and see !

I am not aware of anyone here mentioning that, but i also can not think of any reason why it should not.
If both machines have to do the same job, that is easy as you can wire outputs from BOB to both machine drives and add anothe relay to control the other spindle. Or you can add another BOB.
There is also the posibility of doing two different things but that would require another parallel port and Linuxcnc setup as 6 axis machine, editing gcode or the post processor, meaning a lot of editing and trouble.
The easiest solution would be to get another PC, a used one does not cost much.
Let us know how it works out.