Importing and exporting: Once you have a family with a healthy amount of cash, that family can be re-imported into your neighborhood multiple times, effectively seeding the game with wealthy families that can be married for fast cash. Just take the .FAM file for the family in question and put multiple copies (just increment the number in the file name) of the .FAM file in the UserData\Import folder.
For more Tips & Tricks for playing The Sims, including Time Management, building Skills, and getting more money, click here.