After two unsuccessful years with Manchester United which saw him only making 3 league appearances, he went on loan to Braga of Portugal for the first half of the 2009–10 season.
Possebon was spotted by Manchester United's Brazil-based scout, John Calvert-Toulmin, while following up the club's interest in twin full backs, Fabio and Rafael da Silva.
[4] He made his professional debut for the club as a substitute, coming on for Ryan Giggs during the second half of the 1–1 draw with Newcastle United on 17 August.
[5] On 23 September 2008, during a Football League Cup match, he was injured in a challenge by Middlesbrough captain Emanuel Pogatetz, for which the Austrian player received a straight red card.
[8] Possebon made his FA Cup debut on 13 February 2009, coming on as a 72nd-minute substitute for Cristiano Ronaldo in a Fifth Round fixture with Derby County.
[9] On 1 March 2009, Possebon won his second trophy in English football after he was part of the Manchester United squad that beat Tottenham Hotspur 4–1 on penalties after the 2009 League Cup final finished goalless.
[3] Following a relatively successful first season with Manchester United, Possebon received a call-up from Italy under-20 coach Francesco Rocca for the penultimate match of the 2008–09 Four Nations tournament against Germany on 22 April 2009.