And remember, it isnt YOU going into the dark seedy underworld to get stuff. It's your companion. Now, my Jedi is only level 10 and I don't know their companions, but I assume there's at LEAST one shady smuggler type. That makes plenty of sense. Like Obi-wan in episode II, when he asked Dex for information about that dart thing. Kinda.
THIS, exactly. It's what I was thinking as soon as I read the OP.