
Anderson made his competitive debut for Manchester United against Sunderland on 1 September 2007, before he was substituted at half time and replaced by Louis Saha. Anderson made his Champions League debut against Sporting CP on 19 September 2007, coming on as a substitute for Ryan Giggs in the 76th minute. He played the full 90 minutes in the League Cup match against Coventry City on 26 September 2007, in a team consisting almost entirely of youth and reserve team players.
In the 2008 UEFA Champions League Final in Moscow, Anderson was brought on as a substitute in the final minute of extra time to replace Wes Brown, and converted United's sixth attempt in the penalty shootout.
In the 2009 League Cup final against Tottenham Hotspur, Anderson was brought on in the 56th minute replacing Danny Welbeck. He went on to score the winning penalty in the penalty shootout, winning his first League Cup. On 18 May 2009, in the penultimate game of the season against Arsenal, United only needed 1 point to seal their third successive Premier League title and Anderson's second in two years at the club. Anderson was brought on for Wayne Rooney in the final minute, helping United lift the title at home to their fierce rivals.
Anderson scored his first goal for Manchester United in the Audi Cup friendly tournament against Boca Juniors on 29 July 2009. After United were awarded a free kick on the right side of the penalty area, Anderson stepped up and curled the ball into the far top corner of the goal with his left foot. On 12 September 2009, Anderson went on to score his first competitive goal for Manchester United against Tottenham Hotspur on his 78th appearance for the club. He latched onto a loose ball at the edge of the area and hammered the ball into the bottom right corner with his left foot, scoring United's second goal of a 3-1 win at White Hart Lane.

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