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you probably just have a map seed thats tougher than most, if you want one thats a good mix of starting position, starting business, room to build, nearby gangs to exploit, and rival gangs that are close enough to have to deal with after the first 2-3 years. There arent any super close sources of barrels of grape juice, but once your first business is up and it realizes it doesnt have enough someone (pick one close to your start) will offer a mission to exchance barrels and cash for it until you get the research that allows you to press your own grapes. Chicago 31415926538
edit: you can also pay off shop owners so they will only do business with you, this isnt useful i think unless there is a large gang near the shop, there will be a specal red/blue? symbol that pops up under their shop icon if theyve recently done business with someone other than you
edit2: a great easy way to get money is to get a favor with a small 1 block gang and then intimidate them (may not even be necessary) sometimes there will be an option when speaking to them where they give you a good amount of a random beverage for free and it doesnt count as a favor (it may reduce relations a little, you can make up for this by doing a raid with them), usually the higher end stuff, i can get basically up to in a 1200 in a single pop this way easy most of the time in the first year