An elusive and reclusive possible relative of Homestar Runner, Homeschool Winner is a very smart nerd with a massive overbite (contrasting with Homestar’s massive underbite) and no visible arms,. He spends most of time in silhouette in a poorly lit arcade parlor in the seedy streets of Downtown Free Country, USA. Sightings of him have been rare and legendary, with some believing him to have died decades ago but here he is, alive and well.