Jackson was heavily favored to win the 2004 Grammy for Best New Artist. After Evanescence were announced as the winners, Jackson interrupted their victory speech by walking on the stage and posing. Amy Lee calls what 50 Cent did a “Zoolander moment”. It should be noted that Ben Moody and Amy Leeplayed “PIMP” during their Reality Radio show on Z100. It should also be noted that they performed a date together after the MTV Video Music Awards in Morrison, Colorado.

Following the Grammy's he said this:

"I feel like I got jerked at the Grammys because I'm aggressive. I don't understand how Evanescence got best new artist. I will never go back to the Grammy Awards ever in my career."