At the intersection between concepts of the literary and emergent forms of database aesthetics lies a contemporary model for theorizing serial production. This paper investigates the underexamined concept of seriality and the way it has been reconfigured in digital media. Using Homestar Runner as the central case study, I provide a survey of these issues surrounding the literary, database and seriality and the way they figure in this Flash website. I will then trace the propensity of electronic literature for what has been described as a technologically conditioned melancholia and relate this to the serial constructs within Homestar Runner.