There is a cool show on MSDN called: The Code Room: Breaking Into Vegas.
From the abstract:
In this episode of The Code Room watch the White Hats and Black Hats battle for the security of Las Vegas. Jessi Knapp and Microsoft Security Guru Joe Stagner narrate as the Hackers try to gain control of The Plaza’s online money management system and our Security Team tries to stay one step ahead.
It is pretty cool (and takes you about 30 minutes)