Seriously Solar are you like part of CS or something similar?
Uhm, no? My "gang" consists of 2 people.
Unless if you are advocating having alts parked outside every unguarded city, logging them in to check if there are people around and then logging out and waiting for the time needed to go onto your main and go and sell!
Uh... We just check Necropolis, Reno etc from time to time if there are few caps. Mostly there are. Mostly around 16:00 - 20:00 GMT+1. No barter alt, just arm yourself and check the traders.
In the actual game the only option for a non major faction member are the guarded cities.
Which is just not true. Use the preview function to look for potential enemies before you visit the town. If there are too many, go to another town. If there are none - yay, caps. If there are a few, take the risk, man up and shoot them if they cause trouble. Sitting whole day in guarded city fearing to fight won't grant you caps.