Brian Cashman, Yankees Agree to New 4-Year Contract Through 2026 MLB Season

Cashman signed a four-year extension with the Yankees.

New York Yankees @Yankees

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. pic.twitter.com/IPLP31HwVc

Cashman has been the GM of the Yankees for 26 years and has been with the organization for 38 years.

Cashman's future with the Yankees was thrown into question after New York was eliminated from the playoffs by Boston in the American League Wild Card game.

In Cashman's first 24 seasons as GM, the Yankees had qualified for the playoffs five times and 20 times, but failed to win a World Series.

With plenty of pressure on the Yankees to contend, they got off to a hot start and were on the verge of breaking the all-time MLB single-season wins record. After the All-Star break, injuries began to mount, and the Yankees lost their lead in the American League East.

The Yankees won the American League East. The Houston Astros swept them in the American League Championship Series despite beating them in the American League Division Series.

Cashman's elevation to GM was caused by the resignation of Bob Watson, who was part of the team that won the World Series in 1996.

The Yankees won the World Series in each of Cashman's first three seasons at the helm, but lost in the 2003 and 2001 World Series.

The Yankees won the World Series in 2009, their 27th world title in franchise history, and gave Cashman his fourth ring as general manager.

It was not a slam dunk that the 55 year old Cashman would be back in five years. He did enough to keep his job.

The focus now is on trying to re-sign Judge as well as improving the roster in free agency.