After gaining Chris Brown’s attention as a dancer, Scooter Smiff performed alongside Chris at the 2008 Grammy Awards. Chris then signed Scooter to his CBE label, making him Chris' first signee under the Jive imprint.

In a 2008 interview, Chris said the following about Scooter and “Head of My Class:”

I will also have another label through Jive that’s still in the works. Urban acts are the hardest to pick because of the competition level that’s out there right now. You don’t want to choose a novelty artist who’s only going to give you one record.

However, “Head of My Class” did become Scooter’s only notable single.