Following O'Brien's strong performance and evident leadership in 2008, the San Jose Earthquakes stunned their fans by failing to pick up his contract option for the 2009 season. Instead, Earthquakes' GM John Doyle was hoping that he would accept a substantial pay cut. In January 2009, O'Brien made it known that he would not be returning to the San Jose Earthquakes. Without O'Brien's leadership and strong play, the Earthquakes struggled early in 2009. Despite a favourable schedule in which San Jose played five of their seven games at home, the Quakes managed just one win, leading many San Jose fans to call for O'Brien's return.