If an extension isn't signed before next offseason, Cubs starting pitcher Jake Arrieta will hit free agency after the 2017 World Series. We've heard things here and there about a possible extension in the past, but most of the time the discussion ends with Arrieta seeming pretty confident in betting on himself.

Still, there's always the chance that the Cubs make Arrieta an offer he can't refuse, especially since he wasn't the Terminator anymore down the stretch in 2016. Arrieta's agent, Scott Boras, held court as usual at the Winter Meetings.

 

Jesse Rogers of ESPN Chicago tweeted yesterday Boras says the window for extension talks is now. Boras indicated they would talk about the extension in January when arbitration talks take place.

 

Since being traded to the Cubs in 2013, Arrieta has gone 54-21 with a 2.52 ERA (153 ERA+), 0.99 WHIP and 630 strikeouts in 634 2/3 innings.