Instead of trying to win money at the Hard Drive Saloon, there's an easier way to get money. First go to the bank (you can only go during the daytime) and deposit all of your money. Next go to Help (the Asian guy) and he will say "You out of money? Here's 5 bucks as a loan." Now go back to the bank and deposit the 5 bucks. Go back to Help and get 5 more bucks, and deposit at the bank again. You may repeat this cheat as many times as you wish because Help will never stop giving you money.