Yankees re-sign Brian Cashman to a four-year contract

The New York Yankees today announced that the club has re-signed Brian Cashman to a four-year contract through the 2026 season to continue serving as Senior Vice President and General Manager.

Cashman, 55, is the longest-serving Yankees General Manager in franchise history and has the longest tenure among current Major League general managers. The Yankees have earned postseason berths in 21 of his 25 seasons as GM (1998-2007, ’09-12, ’15, ’17-22), claiming 14 Division titles, six American League championships and four World Series titles. Since 1998, the Yankees’ 21 postseason berths are the most in the Majors — five more than Atlanta (16) and St. Louis (16), who are tied for second in that span. The 21 playoff appearances are also eight more than any other American League team (Boston-13). Cashman’s feat of reaching the playoffs in each of his first 10 seasons (1998-2007) remains unmatched in Baseball history.

Over his 25 seasons as General Manger, Cashman’s lifetime winning percentage of .589 (2,322-1,622-2) is the highest of any General Manager with at least 10 seasons of experience whose career began in 1950-or-later. It also marks the best team winning percentage in the Major Leagues during that stretch. Excluding the abbreviated 60-game 2020 season, the Yankees have averaged 95.4 wins per year during Cashman’s tenure, while no other Major League team has averaged 90-or-more wins. Additionally, just one other American League team has averaged at least 85 wins per 162-game season (Boston, 89.5) in that span.

The Yankees have posted a winning record in each of Cashman’s 25 seasons as General Manager, winning at least 84 games in each 162-game season. No other Major League franchise has had 25 straight winning seasons at any point in their respective histories (confirmed by Elias). The St. Louis Cardinals (15) own the next-longest active consecutive-season winning streak in the Majors, and the Tampa Bay Rays (5) hold the second-longest active streak in the A.L.

According to Elias, the Yankees have been mathematically eliminated from postseason contention in just 16 of the 3,946 games during Cashman’s tenure as GM.

Over his 37 seasons with the Yankees, Cashman has earned five World Series rings, including four as General Manager, becoming the first GM to win four World Series titles since the Dodgers’ Buzzie Bavasi in the 1950s and ‘60s.

Cashman joined the Yankees organization in 1986 as a 19-year-old intern in the Minor League and Scouting Department. His career as a full-time Yankees employee began following his graduation from Catholic University in 1989, when he became a full-time Assistant in Baseball Operations. He was later promoted and transferred to Tampa, Fla., where he served as Assistant Farm Director from 1990 to 1992. He returned to New York and became Assistant General Manager of Baseball Administration in November 1992.

He became the second-youngest General Manager in Baseball history when he was named to the post on February 3, 1998 at age 30. In his first season in 1998, he became the youngest-ever GM to win a World Series. With subsequent championships in 1999 and 2000, he became the only GM in Baseball history to win world titles in each of his first three seasons. A pennant in 2001 gave him four straight League Championships, placing him alongside Hall of Fame Yankees General Managers Ed Barrow (1936-39, four) and George Weiss (1949-53, five) as the only GMs in Baseball history to win four-or-more straight league titles at any point in their careers.