This American Life did a great show this summer which included a story about a man who figured out the pattern in the board on the 80's game show Press Your Luck and took them for a lot of money. Definitely worth a listen:
http://www.thisamericanlife.org/radio-archives/episode/412/m...
Now that I look at the rest of that episode, it also included some coverage of the Cambridge Innovation Center's Elevator Pitch contest, so all around a good listen for the HN crowd.