thanks for these incredibly full and detailed responses. i am definitely interested in him joining morningstar and was mostly trying to figure out a: if his doing this would limit his finding employment elsewhere (which you have answered) and b: if it didn't, what sort of options would be available to him, as well as possible routes to take re: cover stories.

i think i'll probably go with the courier route, which is what i'd initially considered, with him being involved with morningstar as well, and look at ways to involve him with the gangs gradually. it will be a good way to give him something to do in between events.