Jeremy, I thought the Publicize that comes with Jetpack works in relation with reblog! I can't get Publicize to work but maybe once in a while and that usually after I go through the problem of redoing everything from the blog to facebook.
Also my reblog isn't working as it says it reblogged but when I get to my site there is nothing.
Plus I have noticed something within the last two weeks. You seem to be the only one with any type of background and you answer all the questions people have with Jetpack, but where are the WordPress helpers?