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Brian Cashman




His tenure has seen the Yankees win five American League pennants and three World Series championships, with the team finishing first in its division every year. Major trades and acquisitions he has been responsible for include the trade of David Wells for Roger Clemens ; the Alfonso Soriano for Alex Rodriguez deal; and the free agent signings of Jason Giambi , Hideki Matsui , Jose Contreras , and Johnny Damon . He also negotiated the long-term contracts of Bernie Williams and Derek Jeter , which are widely expected to keep the popular players with the team until their retirement.

Despite the team's success, in 2005 Cashman considered leaving the team due to conflicts with owner George Steinbrenner and the organizational schism between the team's offices in New York City and Tampa Bay . Cashman agreed to a new contract following the conclusion of the 2005 season. As a sign that Cashman had reclaimed final say over personnel matters, the team's organizational meetings were held in New York, for the first time in several years.