I was thinking that there might be some interesting non-standard Day Jobs for shadowrunners.
First, I know a lot of people dislike Day Job and In Debt. With In Debt, I don't have an issue with removing the flaw once it is paid off in nuyen, but I won't allow it to be paid off in part before the game starts. You may also need to spend some game time convincing the loan shark to stop offering you a line of credit, but that's okay. Similarly, I don't think I play with anyone that would try to take Day Job and expect monthly income after quitting or getting fired. I would at least have the character pestered by well-intentioned social workers and work counselors and the like.
Also, I think if I see a character with a part-time day job, in debt, and dependent, I know a fair deal about what motivates the character to run.
So, to the meat of the matter. What Shadowrun-ish side jobs might qualify for the Day Job. Particularly things that would make a character want to keep the quality?
I was thinking that a made man could work construction, maybe as a construction worker or maybe as part of keeping the outfit looking legitimate and licensed. Instead of working on keeping the fronts looking legitimate, a made man could also be involved in a number of other activities of varying degrees of legality. Want to be a mob lawyer, help cook the books, launder money, make deliveries, or sell the protection services?
Another fun one might also be Pimp or Madame (Pimpette?). A mix of day and night job that involves hawking the wars, keeping them clean, and taking care of their llegal issues. You can choose between freelance or syndicated. Plus, I would love to see the character tell his fellow runners that he has to go because he has to help Ruby because she got another rough one.
I'm sure there are more possibilities, but those were a few that I thought of.