Complex sentence: The Royals have had only three winning seasons during his ownership, in 2003,2013 and 2014, when the club reached the 2014 Major League Baseball Playoffs and advanced to the World Series for the first time since 1985.
Split into simpler sentences: The Royals have had only three winning seasons during his ownership, in 2003,2013 and 2014. In 2014, the Royals reached the 2014 Major League Baseball Playoffs and advanced to the World Series for the first time since 1985.