Easy money
Once you have completed Career mode, set Samson as your wingman with Neville also in your crew. You can repeat any races you have already completed in which a wingman is used and recieve $750 for each race completed instead of the $500 without. This can also be used on first time races for maximum cash output.
An easy way to break one million in Career mode is to start a Muscle career. Complete two races in order to unlock the car lot. Then, go to your challenge series and unlock the Nissan 240 (last set of checkpoint challenges). Buy the car in your career. It is possible to complete the entire game with this car. It is important to start as a Muscle career so that you unlock Sampson first. Race the entire game with Sampson set as active and Neville in your crew. You can break one million with about ten races left over.