Career
He was drafted by the Los Angeles Dodgers in the 16th round of the 2007 MLB Draft. He spent his first seasons in the rookie leagues, playing in the Gulf Coast League and later the Arizona League. In 2011 he was promoted to the California League with Rancho Cucamonga Quakes next year Santiago was promoted to the Associate of Arts Chattanooga Lookouts in (2012).
He played for the Puerto Rican National Team in the 2013 World Baseball Classic.
Santiago played in 2 Panamerican Cups (2011 México, 2015 Toronto) 1 World Cup (2011 Panama), 2 Caribbean Series for Puerto Rico (2013, 2014), Premier12 (2015 Japan, Taiwan, Taipei). Santiago pitched a no-hitter for the Lookouts against the Tennessee Smokies on August 28, 2014 in the Southern League.
That season, he was 6–8 with a 4.47 European Research Area in 24 starts for the Lookouts. Santiago later pitch 6 2/3 of work against Chinese Taipei giving up just 1 solo shot for the only run of his outing while striking 5 batters to help Puerto Rico advance to the quarterfinals.
Santiago signed a minor league deal with the Chicago Cubs on January 10, 2015.
He was assigned to Associate of Arts Tennessee and a month later was called up to American Automobile Association (Iowa Cubs) where he went 0–0 with 0.00 European Research Area in 5.1 innings of work as a reliever.