Sox, Timlin struggled with injuries to his right shoulder and left oblique in 2006 and the beginning of 2007, making multiple visits to the disabled list. For the 2006 season, he made 68 appearances with a record of 6–6, nine saves, and a 4.36 ERA. On October 25, 2006, Timlin signed a one-year, $2.8 million contract to remain with the Red Sox. During the 2007 season, Timlin appeared in 50 games with a record of 2–1, one save, and a 3.42 ERA. He also made eight appearances with the Triple-A Pawtucket Red Sox while rehabilitating. He made his 1,000th career appearance on August 31, against the Baltimore Orioles. In the postseason, he made three appearances in the ALCS against the Cleveland Indians, and three appearances in the World Series against the Colorado Rockies. In those six games, he pitched innings, facing 30 batters while striking out seven, issuing no walks, and giving up two runs. With Boston's sweep of Colorado in the World Series, Timlin earned the fourth championship of his career. He is the only pitcher to appear in, and win, four World Series without winning at least one with the New York Yankees. On December 7, 2007, Timlin was re-signed to another one-year deal. Timlin made 47 appearances during the 2008 season, with a record of 4–4, 1 save, and a 5.66 ERA (the highest of his career). He also made five rehabilitation appearances with Triple-A Pawtucket. In the postseason, he appeared in two games against the Tampa Bay Rays in the ALCS; he took the loss in Game 2 after giving up a run in the 11th inning, and his two innings in relief during Game 4, which Boston lost by nine runs, would be the final MLB appearance of his career. After the season ended, Timlin again became a free agent. In his six seasons with Boston, Timlin appeared in 394 MLB games, compiling a record of 30–22, with 27 saves and a 3.76 ERA. In 409 innings pitched, he struck out 273 batters while walking 98. Late career On July 29, 2009, Timlin signed a minor league contract with the Colorado Rockies. He made a total of six minor league appearances; two for the Rookie-level Casper Ghosts and then four for the Triple-A Colorado Springs Sky Sox. On August 13, 2009, Timlin was released by the Rockies, following which he retired from baseball. Career totals