Easy money
Begin a new game and create a player to start with $5,000. Select "Game", "Sklansky's Poker Challenge", and "Sklansky's Double Hold'em Challenge". Then, enter the options screen and select "Preferences", and "Quarter". Enter the options screen and select "Add Coins", and "999". Only play the hand that was dealt. Regardless of the outcome of that hand, enter the options screen and select "Preferences", and "$100.00". Press C to cash out your winnings.