Brian Cashman is the longest-tenured GM in baseball. After starting as an intern in 1986 and being promoted to assistant GM in 1992, Cashman was named the General Manager prior to the 1998 season. He was reluctant to take the job, as he knew that George Steinbrenner had a history of firing people in power positions any given moment. Luckily for Cashman, the Yankees went on to win the World Series in his first three seasons at the helm.
In the twenty seasons since the Yanks’ 2000 World Series victory, Cashman’s teams have experienced multiple phases with varying levels of success. The 2001-07 seasons were littered with playoff disappointment. The free agency splurge ahead of the 2009 season produced a title immediately, but that core failed to win it all again. The 2013-16 teams were a pathetic group of aging veterans that appeared in only one playoff game. And finally, Aaron Judge helped usher in the “Baby Bombers” era with a team that came within one game of the World Series in 2017.Continue reading A Comprehensive Look at Brian Cashman’s Starting Pitching Moves