The Yankees have broken their own record. In 2007, they spent $218.3 million on their payroll, shattering the 2006 mark of $207.5 million. We can thank Roger Clemens for that one. Meanwhile, the Red Sox came in a far second at $155.4 million. Boston outspent the next closest team by nearly $30 million, and no team has ever spent as much as the Red Sox did to win a World Series. If you tell a Red Sox fan they bought the trophy, that fan’s head will explode.