Billings started his minor league career with the Tri-City Dust Devils where he went 4-2 in 15 starts. In 2008 with the Asheville Tourists, Billings threw a no-hitter against the Lakewood BlueClaws. Billings started to convert to a reliever in 2010 with Tulsa with more than half of his appearances being in relief. Billings was also a mid-season All Star with Tulsa. Billings did not pitch one start in 2011 with Colorado Springs before being promoted. While in AA Tulsa, he set the team record for most consecutive scoreless innings at 38.
Billings and a player to be named later were traded to the Oakland Athletics for Mark Ellis on June 30, 2011. He pitched five innings in three games for the Athletics, allowing seven runs. He spent the next two seasons with the Sacramento River Cats in AAA. While in AAA for the Oakland A’s, Billings was voted Most Valuable Pitcher in 2012, and was runner up in 2013 before electing free agency in 2014.
New York Yankees
Billings signed a minor league deal with the New York Yankees in December 2013. He appeared for the AAA Scranton/Wilkes-Barre RailRiders and one for the Yankees, where he allowed four runs in four innings, while also recording 7 strikeouts. After the game, he found a muscle hernia in his forearm. He was designated for assignment on July 22, 2014. He was released on August 2.
On August 7, 2014, he signed a minor league contract with the Los Angeles Dodgers and reported to the AAA Albuquerque Isotopes. He appeared in five games for the Isotopes, all as a relief pitcher and was 1-1 with a 6.75 ERA. He became a free agent at the end of the 2014 season.
On November 21, 2014, the Washington Nationals signed Billings to a minor league deal with an invitation to spring training. In AAA Syracuse, he went 8-5 while posting a 3.63 ERA. He recorded 90 strikeouts in 121.1 innings with a WHIP of 1.26. He elected free agency on November 6, 2015.
Uni-President 7-Eleven Lions
In February 2016, he signed with the Uni-President 7-Eleven Lions, a professional baseball team based in Taiwan. He joined the spring training in mid-February with a former MLB players, Felix Pie, and Jair Jurrjens. He became the ACE of staff over the course of the season, leading the team in Wins, Strikeouts, innings, complete games, and Whip. Here is an article where Billings is interviewed about the league dynamics for pitchers ( He re-signed with the team for the 2017 season, again leading the team in WINs, strikeouts, innings and Whip. He became a free agent following the season because the team did not want to guarantee him a contract through the season.
Fubon Guardians
On March 4, 2018, Billings signed with the Fubon Guardians of the Chinese Professional Baseball League.
Retirement
In late 2018, Billings announced his retirement in order to pursue a coaching opportunity in the Philadelphia Phillies organization.