 After playing the minor league season with the Scranton/Wilkes-Barre RailRiders in the International League for whom he batted .271/.380/.364 with 14 hit by pitch (leading the league), 7 sacrifice hits (tied for 9th), and 26 stolen bases (5th; while being caught once) in 258 at bats, the Yankees promoted Richardson to the major leagues on September 2, 2014.On September 25, Richardson pinch-ran for Jose Pirela in the bottom of the ninth inning against the Baltimore Orioles.He scored the winning run on a walk-off single by Derek Jeter in the final Yankee Stadium at bat of Jeter's career.