I've seen the idea before where people want to buy and own their own shops, but what if instead, as a gang, you're able to invest in a specific shop? You would invest maybe 50-100k into a shop for a restart and then by the the end of restart you'd be able to "demand payment" from the NPC in the shop. Demanding payment would give you all the money that doesn't go to the Governor (depending on how profitable it is, it could be made into dirty money or normal money).
You would only be able to invest in one shop per restart and you would be gambling the initial price of the store depending on the activity of the server in that specific town.
Input?