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Start the game with a new profile. You will have $7,000 to start with. End the months until the photo shop is open. Take a photo ID and you are now able to buy lottery tickets. End the months until the bank is selling lottery tickets. Make sure you have saved your game. Go to the bank and buy all the lottery tickets you can. End the month, and when you start the next month, go to the bank to check if you have the winning lottery tickets. If you have won, save the game and buy more tickets. If you lost, load your game and buy the tickets again and check if you have the winning ticket (repeat this step until satisfied). You can now start playing your game or can create a new profile and send all the money to it before deleting your old one.
When three people come up to you, they will ask you for money. If you do not give them any money, they will keep asking you, no matter what. One will show you yoga moves, the other will just jump up and down, and the last one will breakdance. However, if you do not give money to him, he will turn around and fart. This will only happen further in the game when you are just riding around.