Bailey has played his entire NFL career for the Cowboys. He was named to the PFWA All-Rookie Team in 2011 and was the third rookie in the NFL to make six field goals in a single game. He is a  two time NFC Special Teams Player of the Week. As of December 2015 Bailey holds the record for best field goal percentage in NFL history. In 2014 he signed a seven year deal with the Cowboys for $22.5 million.