Brian Cashman

General Manager of the New York Yankees since 1998, under Brian Cashman’s leadership, the Yankees have won five World Series championships and seven American League pennants. His 15+ years in that role also includes 11 division titles for the team. When Brian won his first title in 1998, he became the youngest GM ever to build a World Series-winning team and only GM ever to do so in all of his first three seasons.

Cashman has the unique perspective of creating a champion, maintaining a champion and rebuilding a champion. Revealing details behind the decision making from one of the most scrutinized positions in all of the sports, Cashman discusses everything from the dismissal of Joe Torre to the trade for Alex Rodriguez and signings of CC Sabathia and Mark Teixeira.

Brian also shares with fans personal stories of his encounters with other legendary Yankees past and present, including Derek Jeter, Hideki Matsui, Bernie Williams, Roger Clemens, David Wells, Mariano Rivera, Johnny Damon and, of course, “The Boss,” George Steinbrenner.

Starting with the Yankees as an intern in 1986, Cashman became one of the most powerful men in his industry. His insights on management strategies can be related to any business through his well-documented experience atop the most successful franchise in sports history. Cashman was named to Crain's New York Business 40 under 40 list for 1999. The Boston chapter of the Baseball Writers' Association of America selected Cashman as their MLB Executive of the Year for 2009. In 2010, Cashman was inducted into the Irish American Baseball Hall of Fame. Cashman was selected as Baseball Executive of the Year in 2017.

Chasman is an advocate for many causes. He jumped from an airplane with members of the United States Army Parachute Team to raise awareness for the Wounded Warrior Project, and broke his right fibula and dislocated his right ankle in the process. In November 2014, Cashman slept on a New York City sidewalk to raise awareness on behalf of homeless youth.