more productive 2008 with Pittsburgh, batting .282 with 22 home runs and 64 RBI through the All-Star break. In a May series against the Chicago Cubs, Bay had extra-inning walk-off hits in back-to-back games; the first two walk-off hits of his career. A month later, he got his third walk-off hit of the season and his career with a 13th-inning solo home run against the Tampa Bay Rays. Boston Red Sox (2008–2009) On July 31, 2008, Bay and a player to be named later (Josh Wilson) were traded to the Boston Red Sox in a three team deal that sent Manny Ramirez to the Los Angeles Dodgers and Andy LaRoche with Bryan Morris to the Pittsburgh Pirates from the Dodgers and Brandon Moss with Craig Hansen to the Pirates from the Red Sox. In his Red Sox debut, Bay scored both runs, the second coming after he tripled in the bottom of the 12th inning and scored the game-winning run on a Jed Lowrie RBI infield single. Bay hit his first home run with Boston the next night, against the Oakland Athletics. In one game, he hit multiple home runs against the Baltimore Orioles at Oriole Park. Bay would end the 2008 season with Boston batting .293 with nine home runs and 37 RBI. The Red Sox' 2008 American League Division Series against the Los Angeles Angels of Anaheim was the first playoff series of Bay's career. Bay hit a home run in each of the first two games of the series. Bay finished the series batting 7-for-17 (.412), with two doubles, two home runs, and 5 RBI. In the 2008 American League Championship Series, he scored the first run in game one. In game two, he opened the door for the Red Sox with a two-run double and a home run in the fifth inning. However, the Red Sox lost in seven games. In 2009, after a strong first half that included an All-Star selection, Bay went on to lead the Red Sox with a career-high 36 home runs and 119 RBI during the regular season. Early in the season, he also had a streak of 11 home runs with men on base, tying the team record and falling one shy of the major league record. In 2009, he was named #41 on the Sporting News''' list of the 50 greatest current players in baseball. He filed for free