Street Legal

Hint: Getting into a race:
Drive up to a pedestrian and press [Horn] to honk your horn. A menu screen will appear and give you choices of finding a shop, a race, and just forgetting about talking. Choose to find a race and a car will appear on the map. Go to that area. When you get near to the car, honk the horn. The driver will say "You honk your horn at me punk?". Press [Enter] and go to the bottom right hand corner. Set what you want to race for (prestige or money).
Denis Bratnichenko.

Hint: Selecting where you want to race to:
To select where you want to race to, you have to have more prestige than your opponent. You will then be able to click anywhere desired on the map and win money easily.
Denis Bratnichenko.

Hint: Easy money:
Note: This procedure involves changing game files; create a backup copy of the files before proceeding. Open the game folder and find the save folder that you want to get more money for. Open it and copy any PlayerCar<number> file desired and rename it to a number you do not have. If you have a file such as PlayerCar<number>.<number> (for example, PlayerCar1.2) and it belongs to the car you want to copy (for example, PlayerCar3.4 belongs to PlayerCar3), change is the number before the decimal point. Then, start your game, load your save file, and go to the car lot. You will find your copied car there. Choose it and sell it. Repeat this process for as much money as needed.
Denis Bratnichenko.

Alternately, copy the "PlayerCar1" file and rename it to "PlayerCar2". If you need more money, you can keep going up in the car numbers such at "PlayerCar3", "PlayerCar4", etc. Keep increasing the numbers, but make sure to keep the same name as "PlayerCar".
Ryan.

Sometimes when you race a car, it does not move. If so, race it again repeatedly to get plenty of money.
John Auler.