There's a decent chance that between now and their 2022 season opener against the Boston Red Sox at Yankee Stadium on Friday, the New York Yankees will beat Aaron Judge's self-imposed deadline and sign him to a contract extension.

It's not necessarily the wrong thing to do, but it's telling that it's not exactly hard to see how such a thing could go wrong.

If nothing else, it would be a risky contract by default. If Judge, who's 29 years old and due for free agency after this season, has his way, it'll be long enough to make him a "Yankee for life." It would also be quite a lucrative deal, as SNY's Andy Martino has reported that the Yankees' latest offer was for upward of $30 million per year.

It's worth iterating that there's likewise a chance that Judge and the Yankees—who must otherwise reach a one-year deal via the arbitration process—won't get an extension done before Gerrit Cole throws the first pitch of the season at 1:05 p.m. ET on Friday.

As Ken Rosenthal of The Athletic reported, the two sides weren't close to an agreement as of Saturday. And despite what anyone may have heard from YES Network commentator Carlos Beltran, that remained the case on Monday.

Certainly, the key reasons the Yankees should make Judge only their third nine-figure extendee after Derek Jeter and CC Sabathia are obvious.