It'll never happen. CNN is terrified of "fun." The newsroom culture will allow for "slightly quirky," but actual FUN equals "unserious news" which equals "going against CNN values."
The fact that CNN hasn't had any values since the day Turner sold them to Time Warner, and especially not since the day Eason Jordan sold his soul (and other peoples' lives) to Iraq just so they could brag about having a bureau there, doesn't seem to be something that anyone at CNN realizes.