Don't know if you're still working on this hack ... I really dig it, I'm about to run a session or so this weekend. Thought I'd take notes and let you know how it goes when finished.

In the mean time I noticed this contrast:
The Free Man's scrape together a living is listed such that on a 7-9, if one is running several trades, one acquires profit from one and catastrophe from the rest. I was wondering if this is intentional, because in AW, p. 262, on a 7-9 for gigs (multiple) you get catastrophe from one and profit from the rest.