Our friends over at The Verge have stumbled upon a guide for the employees running the "Smoked by Windows Phone" contest. It shows that Microsoft knew where Windows Phone had weaknesses and steered employees to choose challenges that had a lower risk of them losing. Some quotes from the The Verge explain further.
Some of the weaknesses identified by Microsoft include the widgets that Sahas Katta used to win the contest that he was told he lost. Later, Microsoft made good on the offer. Microsoft offered several challenges to its employees so that they would be able to steer clear of the weaknesses identified and win nearly all the time.