Simpson began to record songs in his bedroom during the summer of 2009 on YouTube, performing "I'm Yours" by Jason Mraz, "Cry Me a River" and "Señorita" by Justin Timberlake, "I Want You Back" by The Jackson 5, and his own songs, "One" and "Perfect".
Simpson mulai merekam lagu di kamar tidurnya selama musim panas tahun 2009 di YouTube, menampilkan "I'm Yours" oleh Jason Mraz, "Cry Me a River" dan "Señorita" oleh Justin Timberlake, "I Want You Back" oleh Jackson 5 dan lagunya sendiri, "One" dan "Perfect".