He won his first career title in March 2008, as a lucky loser ranked no. 209, defeating top seed Ivan Ljubičić in the final, thus becoming the first lucky loser to win a title since Christian Miniussi in 1991. He is the elder brother of tennis player Leonard Stakhovsky. He is currently coached by Burghard Riehemann. He is well known for beating eight-time winner and defending champion Roger Federer in the 2nd round of the 2013 Wimbledon Championships ending his record run of 36 consecutive Grand Slam quarterfinals.