What impresses me about 17 losses in a row is that he seems to have stayed with his system. I know when I had numerous losses I would always take the next set-up because you never know when you'll have your next winner.
We'll have to see if he even enters the contest this year. I agree that contestants probably take on more risk than they should and finishing high in consecutive years is more impressive than a one year shot. Maybe he'll write a book detailing his trades.
Keep in mind that I'm happy with 25% return per year. So I'm always impressed with spectacular returns.