The Rapper: Envy
The Fail: Okay, so we wouldn't necessarily call what Envy did here a "fail." But, from the looks of things, he was set up to get an easy W here when the producers of this "Iron Mic" freestyle battle matched him up with a kid named Eli Porter, who appears to be mentally challenged. But, he lost. The production value of this video was a big fail, too. Who thought this was a good idea?