"The Cup" is an ongoing competition.
To win "The Cup" you must beat the current cup holder.
If there is no current holder you simply need to beat your opponent if you are involved in a "The Cup" game.
Once you hold "The Cup" you will need to defend it within a week. If you are unable to do so, "The Cup" is up for grabs again.
Anyone can challenge "The Cup" holder regardless of handicap difference, but any "The Cup" games must be played off the full handicap.
The Pros will keep track of "The Cup" standings, and come up with a prize worthy of such a prestigious competition.