two goals, as Ajax won 4–1 to finish second place after finishing behind FC Twente, who won the league title. He started in the 2009–10 Dutch Cup final against rivals, Feyenoord, and set up the second goal of the game for Siem de Jong, who scored twice to help the club to make it 2–0 in the first leg. In the return leg, Emanuelson helped Ajax beat Feyenoord, 4–1, winning the KNVB Cup for the third time in his career. Shortly after the end of the match, Emanuelson made it clear to reporters that he wanted to stay at the club following reports of him being linked to PSV Eindhoven. Despite being absent on two more occasions later in the 2009–10 season, Emanuelson went on to make forty–eight appearances and scoring eight times in all competitions, a target he successfully predicted. Emanuelson made his first appearance of the 2010–11 season, starting the whole game, as Ajax lost 1–0 against Twente in the Johan Cruyff Shield. He then helped the club reach the Group-Stage of the Champions League after beating PAOK Salonika and Dynamo Kiev. Shortly after, Emanuelson scored his first goal of the season, in a 5–0 win against De Graafschap. His second goal of the season came on 22 September 2010, in a 5–0 win against MVV Maastricht. Since the start of the 2010–11 season, he continued to regain his first team place, rotating in the left–back position and different midfield positions. As a result, the club began a contract negotiation with Emanuelson over a new contract, though he later stated his guarantee of not staying at the club. However, it was announced on 3 November 2010 that Emanuelson would leave Ajax at the end of the 2010–11 season. He later confirmed the news two days later. Despite announcing his departure and facing his own injury concern along the way, he remain involved in the club's first team until his departure in January. Emanuelson made thirty–two appearances and scoring two times in all competitions. AC Milan On 23 January 2011, Italian Serie A club AC Milan announced the signing of Emanuelson on a three-and-a-half-year contract for a transfer fee of around €1.7 million. After the 2010–11 season, the fee increased by €750,000, making a total fee of around €2.5 million. Emanuelson made his debut for the club on 26 January 2011 in a Coppa Italia match against Sampdoria, providing