As the New York Yankees' eventful offseason continues to swirl, the team's longtime general manager Brian Cashman is reportedly finalizing a deal to stick around for another five years.
According to Bob Nightengale of USA Today, Cashman is working on a five-year, $25 million extension to remain the Bombers' general manager, a role that he has served with great aplomb for two decades.
During his tenure as GM, which began Feb. 3, 1998, Cashman's Yankees teams have made the postseason 16 times in 20 years, as well as winning four championships (1998-2000, 2009). 
Looking to the future, the current Yankees roster appears positioned to vie for multiple championships over the next decade, with an overflowing crop of stud minor leaguers as well as increasing financial flexibility.
It was upon Cashman's recommendation that the Yankees sell off several of the key veteran pieces in 2016, which helped build up the club's farm system into the juggernaut it is today.
The Yankees also rode the immense talents of homegrown stars like Aaron Judge, Luis Severino and Gary Sanchez all the way to the seventh game of the American League Championship Series this season, not to mention the contributions of marquee Cashman acquisitions Didi Gregorius and Aaron Hicks, who were breakout stars in their own right in 2017.
Cashman has rebuilt the Yankees into a team no longer reliant on expensive, cumbersome contracts of veteran free agents, instead valuing internal prospect development and savvy trade opportunities. He was named Baseball America's "Executive of the Year" for 2017, and appears on track to keep guiding the Bombers to even more success in the near future.
After helping to introduce Aaron Boone as the newest manager of the Yankees, Cashman continues to stay busy monitoring offseason rumors and potential blockbuster deals, which have begun to crop up in the wake of Shohei Ohtani's ultimate decision-making process.
Stay tuned to YES Network for all the latest offseason news and notes.