First of all I would recommend doing this with 1 extra controller.Choose
The Game of Life with these settings:
Game Style: Original
Play with Computer Players?: NO
Select Game Length: Quick Game
Spin the wheel with both controller to decide who goes first. With your extra controller choose
College Career to make him start with a debt of $100,000.
With your main profile choose
Career and do your best during the mini game. If you collected 6 green cases, you can pick 3 job cards which enhances the chance of picking a well payed job. Obviously you would want to pick the job which pays the most.
As soon as the extra profile lands on the tile where he graduates you're gonna have to do the same mini game. Again, try to collect 6 green cases so you can choose the worst job for your extra profile.
First Dance mini-gameIf you land on the Wedding tile you have to do another mini-game. You have to repeat the 'Beats' shown on the 'Beat Bar'. Doing nothing results in gaining $5000, performing very well results in gaining $15,000.
House Hunt mini-gameIf you land on the Buy Your First House tile you have to play a mini-game where you must find matching pairs of houses. Flip the cards to match pairs and pick the
Log Cabin (the one with a green roof) with your main profile and the
Mobile Home with your extra controller. The Log Cabin is the cheapest house that gives you a resale profit of $20,000. The Mobile Home has no resale profit.
After playing 5 turns the game ends and leaves you with one last choice:
Choose the
Millionaire Estates with your
Main Profile and pick the $50,000 Life Token.
Choose the
Countryside Acres with the
Extra Controller.
All depends on luck with the spinning wheel, but this method should guarantee a win 90% of the time.
After finishing the game press
to continue and choose to
Return to Plaza. You could choose Replay and immediately start the next game, but keep in mind that the game doesn't save your progress (wins) as long as you don't return to the main menu. If your games freezes or you get a power shut down you WILL lose all progress.
Rinse and repeat 9 more times.