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I usually start out with "Pole Position" once I am able to buy businesses. If you sit around getting a show from a girl in the first back room and spend 600 you will be able to make money quicker without having to do anything. I thought stores on the west island were easier to find, you will be able to open that up soon.
If you're looking for a place to save, I usually buy the one at the northern end of the east island that has a garage.
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