He also was part of the 4 × 100 m relay team which won the bronze medal. He opened his 2008 season with a win at the Norwich Union international match in the 60 m, securing a win for Great Britain, in the international match. Pickering was GBs solo qualifier to the 100m final at the 2008 Aviva London Grand Prix, Crystal Palace, finishing 8th.  3 August 2008 Craig and Simeon were featured in a BBC documentary called Sprint along with other 100m hopefuls Harry Aikines-Aryeetey and Wade Bennett-Jackson. In the Beijing Olympics of 2008 Pickering started his run too early when running the last leg of Great Britain's 4 × 100 m relay team. As a result, the baton was not passed properly and the team were disqualified. Pickering took full responsibility. Pickering missed the London 2012 Olympics after back surgery and lost his UK Athletics funding in October of the same year. Following this it was announced on 7 December 2012 that Pickering would join the GB Bobsleigh team, with the aim of making the 2014 Winter Olympics. He finished 19th, with pilot John Jackson, on his World Cup debut in the two-man bobsleigh, earning selection to the GB Bobsleigh World Championship squad. However Pickering was forced to withdraw from the British bobsleigh squad for the Sochi Olympics due to a back injury. European Indoor Championships, 60m – Silver (2007) European U23 Championships, 100m – Silver (2007) European Cup, 100m – Gold (2007) World Championships, 4 × 100 m – Bronze (2007) World Championships, 100m – 11th (2007) AAAs Under-23 Championships, 100m – Gold (2006) European Junior Championships, 100m – Gold (2005) World Junior Championships, 100m – Bronze (2003)