On February 29, 2008, the first day of free agency, after speculation that Anderson would leave Cleveland to pursue a bigger contract, Anderson agreed to a three-year contract to stay with the Browns through the 2010 season. With fans split between the proven Anderson and the locally-homegrown Quinn (an image of Quinn wearing a Bernie Kosar jersey as a kid was shown at the 2007 NFL Draft), many were speculating if the Browns were in a similar position the San Diego Chargers were in a few years back with Drew Brees and their first-round pick Philip Rivers.