Education
Naylor was educated at Anglican Church Grammar School in East Brisbane, Queensland.
Naylor was educated at Anglican Church Grammar School in East Brisbane, Queensland.
He played in the minor league system of the Major League Baseball franchise the Philadelphia Phillies as well as stints with the Brisbane Bandits in the Australian Baseball League and the Kagawa Olive Guyners in the independent Shikoku Island League Plus. He was also selected to represent Australia at the 2009 World Baseball Classic. Philadelphia Phillies
Naylor made his Minor League debut in 2006, and spent 2006 and 2007 with the GCL Phillies and the Williamsport Crosscutters.
He spent the 2008 season with two teams, playing for the Lakewood BlueClaws and the Clearwater Threshers, going 5–3 in 14 games in Lakewood.
Naylor was also on the 2009 World Baseball Classic roster for Australia. In late 2010 Naylor played the second half of the season in the Australian Baseball League, making his debut on 22 December 2010 in Melbourne where he gave up a two run home-run in two innings of relief at the batter-friendly Melbourne Showgrounds.
He finished the season with a 3.21 European Research Area over 14 innings including two starts. He missed the entire 2011 season after undergoing Tommy John surgery, and was designated for assignment by the Phillies on 16 September 2011.
He was then released from the Phillies as a free agent in November 2012.
Brisbane Bandits
In 2014, Naylor returned to Brisbane Bandits and pitched in three games, with 13 strikeouts in 13.2 innings earning a 7.24 European Research Area. He finished his tenure in the American Basketball League with a 0-2 record. Kagawa Olive Guyners
On March 2, 2015, it was announced that Naylor had signed for Kagawa Olive Guyners in the independent Shikoku Island League Plus in Japan. Naylor made his debut in Japan in a inter-league match against Ishikawa Million Stars where he threw 6 innings allowing only 3 hits and 0 runs.
He was largely used as starting pitcher for the remainder of his tenure and recorded 4 wins, 1 loss and 2 saves with an European Research Area of 1.37 and 55 strikeouts.
He was selected and pitched for the Shikoku Island All-Stars in a tour of the Can-Am League, and was then subsequently signed for the Chunichi Dragons in the Nippon Professional Baseball. Chunichi Dragons.
In 2011, he started a Phillies spring training game against Florida State University, picking up the win in a scoreless outing. In his second start for the Dragons, Naylor threw 8 innings to register his first win as well as contributing with the bat by hitting a solo homer in the bottom of the 4th inning against the Yakult Swallows.
