If it was so easy to win this bet, why did BING (with billions behind them) blow it. They got one horse right out of four, and they did that by processing all the available information. It's easy to say a pick was easy after the fact.
The dude should have bet his FULL winnings from the first week on the second week. He would have turned $20 into $680. Instead he only turned $20 into about $300. Still amazing.