In 2010, Osborne reached the semi-finals of the Players Championship Finals before losing to King. At the Grand Slam of Darts, Osborne lost his opening group match to Robert Thornton before beating Whitlock and Dave Chisnall to qualify for the knockout stages. He lost 10–3 to Gary Anderson in the last 16. He then reached the third round of the 2011 World Championship, and was 3–2 up against van Barneveld before losing 4–3.