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.
In 2022, the Yankees re-signed Cashman to a four-year contract to remain with the club through the 2026 season. Two days later, the Yankees and Cashman re-signed Aaron Judge to a 9-year, $360 million contract. After a 48-38 start, the 2023 season saw the team finish 82-80, their worst record since 1992, missing the playoffs with a fourth-place finish.
2024 saw the team capture the American League East title with a 94-68 record, and a 21-7 stretch in May alone. The Yankees defeated the Kansas City Royals in the ALDS and the Cleveland Guardians in the Championship Series, going 7-2 to reach their first World Series since 2009, but fell to the Dodgers in 5 games.
In 2021, the Yankees rebounded to win 92 games, behind several winning streaks. Numerous player injuries in the first half of the season contributed to poor offense (through July, the Yankees had the second-lowest number of runs scored in the A.L.). Looking to bolster offensive production, Cashman traded for Anthony Rizzo and Joey Gallo, two strong left-handed batters. Between August 14–27, the team won 13 consecutive games, their longest such streak since 1961. They ended the season on an 8–1 run between September 20–30, but lost two of their final three games, before falling to the Red Sox 6–2 in the Wild Card Game.
The following year, the Yankees finished 99–63, winning the American League East, while star outfielder Aaron Judge broke Roger Maris's American League record by hitting 62 home runs. The Yankees defeated the Cleveland Guardians three games to two in the American League Division Series, but were swept by the Houston Astros in the American League Championship Series. During the season, Cashman surpassed Ed Barrow to become the longest-tenured general manager in Yankees history.
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.
Contact a speaker booking agent to check availability on Brian Cashman and other top speakers and celebrities.