Thankfully this does not refer to the in-game currency used to buy clubs and clothes. This refers to the combined purses of each tournament you play during a Tour season.
If you win 8 or more tournaments, or place high in most, you'll definitely get this. Obviously this is easier to do on Easy difficulty.
To check your status, go to your PGA Tour Career Home page, then RB over to Statistics. Your Total Money Earnings is 4th item down, under Total FedEx Cup Points.