She starred in Dragon Age: Redemption in 2011 and in A Town Called Eureka from 2011 to 2012. From 2007 to 2013 Day starred in the TV series The Guild. She starred in the series Supernatural from 2012 to 2013 and Outlands in 2013. Since 2012 she has voice acted in the series The High Fructose Adventures of Annoying Orange. Day has starred in the movies Bring it On Again and June. She also starred in the Internet musical Dr. Horrible’s Sing-Along Blog. She wrote and produced the web series The Guild and wrote the web series Dragon Age: Redemption. She served on the board of directors of the International Academy of Web Television from 2009 until 2012. She has won three Streamy Awards and three IAWTV Awards.