When it was George Bush as president fighting with opposition, impeachgeorgebush.com sold for over $9000.
When it was Obama winning presidency, Obama domains sold
When a legend as Jackson finally bows out, Jackson's name will sell...
Why? He is a model, a legend, a brand etc
How?: Sell through ebay, sitepoint, sedo, afternic etc
When? Now that the trend is hot.
The type of names that you can register and sell includes: