Zack and Madeline deep dive into the jam packed, legendary, very busy year of 2009 - where Taylor continues to conquer the world with Fearless, has her first questionable encounters with Miley Cyrus and Demi Lovato and plugs You’re Not Sorry like it’s her next #1 single. We take a trip down memory lane to her first Rolling Stone profile, the iconic Fearless Tour, her dramatic wins at various award shows, the beginning of Taylor Squared, her continued beef with Joe Jonas, her first (terrible) Grammy performance, her short-lived friendship with Katy Perry and two music videos: You Belong With Me and Fifteen. The beginnings of her acting career are also discussed - Taylor Swift on CSI, anyone?