If you have 2 long roads beside each other, with a thin grass median in between the roads, you can use the instant challenges, and the computer player will follow the road, while you can just drive over the grass and finish in about 10 seconds.
The easiest way to make money early in the game are the "Delivery Missions". Most of the early ones start out at $80,000. And if you can deliver the car in perfect condition you get a big bonus. Plus there is no time limit on these missions so you can take as long as you want to get from point A to point B. I made enough money from 6 - 8 delivery missions to buy a second house and 4 more cars and I still have around $200,000 to play with.
There is a challenge at the South East corner of the island, which requires you to top 140 miles per hour on a winding road.
When the challenge starts, simply spin the car round (after making sure you pass the start line), and head to the road behind you. There's no finish line, so by turning left or right you're on a nice straight road where you can hit 140 in about 10 to 15 seconds, then just hit the A button to finish.
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