Bailey went to Millikan High in Long Beach, California, and attended University of California Irvine in Irvine, California. In college he was a four-time All-American, tallied 104 goals in his senior season, and was awarded the Mountain Pacific Sports Federation Player of the Year in 1998.
In the 2004 Athens he scored two goals. This is the highest finish ever in the Summer for United States of America Water Polo. He was the leading scorer for the United States team at the 2012 London with 13 goals.
Bailey has played professionally for a number of European water polo clubs, and played in two European Championships:
2004: VK Jug Dubrovnik in Croatia
2004–2005: Dynamo Moscow
2005–2006: VK Jadran Split in Croatia
2006: Panionios in Greece
2007–2009: VK Partizan in Serbia.
In college he was a four-time All-American, tallied 104 goals in his senior season, and was awarded the Mountain Pacific Sports Federation Player of the Year in 1998. He was part of the team for the 2008 Beijing, where in the championship game the United States of America team won the silver medal, ultimately defeated by Hungary.
He was a member of the United States men"s national water polo team for the 2000, 2004, 2008, and 2012 Summer.
