Chicago Cubs: Bold predictions for the upcoming offseason

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Jake Arrieta won’t sign a long-term extension

There is one simple reason for this – Scott Boras.

The Cubs’ ace is represented by Boras, notorious for taking a player to free agency in order to extract the largest possible sum from potential suitors. With that in mind, don’t expect Arrieta to sign a long-term extension this offseason like many are predicting.

The Cubs still have control over Arrieta for two more seasons with free agency bidding to begin after the 2017 season. There is a possibility Boras tries to extract a two-year deal from the Cubs in case of regression next season but the likely case is a one-year arbitration deal at around $12 million this season and another arbitration hearing after next season when extension talks will start in earnest.

Next: Cubs left looking for answers after Fowler leaves