time, and the second time in Verona, the world championship. He started 2005 winning three stages, the points classification and the yellow jersey at Tirreno–Adriatico, as well as the Brabantse Pijl, Trofeo Alcúdia and Trofeo Mallorca, all before the end of March. His season was then cut short by a saddle sore. In 2006, Freire won his second consecutive Brabantse Pijl. His stage 3 win at Tirreno–Adriatico allowed him to lead for two days. At the Tour de Suisse, he survived an early break of four riders to win alone on stage 7. Freire won the fifth and ninth stages in the 2006 Tour de France and was contesting the points classification when he retired due to illness. During stage twelve, he was in a breakaway with three others. Freire's career has been blighted with injury and lay-offs. He had back problems, saddle sores and neck problems. When Yaroslav Popovych, riding for the Discovery Channel Pro Cycling Team, rode away for victory, rumours spread that Freire had been ordered by Rabobank not to ride for the victory, to secure help from the Discovery Team in the mountains. Although rumours were denied by both teams, Freire was upset after the stage. Freire continued his successful year by winning the Vattenfall Cyclassics ahead of German favourite Erik Zabel. Freire had half of Rabobank's victories in 2006. His season was cut short by neck and spinal injuries, forcing him to miss the Vuelta a España and world championship. Freire re-signed for Rabobank in late 2006 until the end of 2008, rejecting Saunier Duval–Prodir. In the 2007 Tour de France, he did not win a stage, partly because Rabobank was defending Michael Rasmussen's lead for a large part of the race. But he won three stages in the Vuelta a España. In the 2008 Tour, Freire wore the green jersey from stage 8. He won stage 14 and the points classification. In the 2009 Tour he and Julian Dean were shot by an air rifle during the 13th stage from Vittel to Colmar. He was shot in the thigh and finished the stage 117th. In March 2010, Freire won the 2010 Milan–San Remo in front of Tom Boonen and Alessandro Petacchi. On 10 October 2010 Freire became the first Spaniard to win Paris–Tours and in doing so became the new holder of the Ruban Jaune for setting the fastest average speed in a classic