Cashman was named general manager of the club in 1998, and under his watch the Yankees have captured six American League pennants and four World Series titles.
The 43-year-old New York native has been something of a lightning rod in his time as GM. Supporters say he's a smart, hard-working executive that has earned the respect of colleagues around the game. Detractors believe Cashman was simply along for the ride during the dynasty run, is a poor talent evaluator, and was directly responsible for the team's title drought last decade.
The Yankees' World Series run in 2009 puts Cashman in a comfortable place in his 13th year on the job, and whatever your opinion, the man has staying power. With the trade deadline upon us, we're going to take a look at the Yankees' July trading activity under Cash.
Click here to view the slide show over at Bleacher Report.
Dan Hanzus writes the Yankees blog River & Sunset and can be reached via e-mail at firstname.lastname@example.org. Follow Dan on Twitter @danhanzus. This an updated edition of a slide show originally published last year.