He does not have to win the lawsuit, the results are irrelevant... IT will be dragged on and sterling will do all he can to make the NBA higher ups lifes miserable...
No he wont if he wants to leave something behind. If he is forced to pay court costs for such a maneuver his estate will be bankrupt. Also the NBA has more money than he does and can impose more penalties in just such and event. Silver has an army of attorneys that are guiding him. Dont quit your day job attorney in training.