"In Nirvana there's no winning or losing, but as long as you're in the relative worlds, there is winning and losing. Only the completely enlightened are beyond winning and losing, and they had to win to get to that point." Rama - Dr. Frederick Lenz
What is winning in Rama’s view? Winning in Zen is: 1) being able to do what you want to do, and 2) knowing the Still Center of Being. You win by meditating to gain control of your time, life and mind, and by building a winning identity.
Winning is talk 18 of 18 in the Zen Tapes series.