2009–10 Manchester United F.C. season and United were knocked out on away goals. United announced early in the transfer window that they had agreed a world record fee of £80 million to sell Cristiano Ronaldo to Real Madrid. Shortly after this, they confirmed that Carlos Tevez, who had been on loan with the club for two seasons, had not taken up the offer of a permanent contract. Tevez would later sign for United's local rivals, Manchester City. Lee Martin, Fraizer Campbell, Richard Eckersley and Manucho also left the club for an undisclosed fee. After the departures of Ronaldo and Tevez, United sought a new striker,
2008–09 Manchester United F.C. season miss from Tim Cahill, Everton ran out 4–2 winners on penalties and United's quest for five trophies was at an end. The draw for the Third Round of the 2008–09 League Cup paired Manchester United with Middlesbrough. The match was played at Old Trafford on 23 September 2008, and resulted in a 3–1 win for the home side, who gave debuts to three young players;Ben Amos, Danny Welbeck and Manucho. In his first start for the club since returning from injury, Cristiano Ronaldo opened the scoring in the 25th minute, heading home Ryan Giggs' corner. Adam Johnson equalised for Middlesbrough