Chicago Cubs: Breaking down the best contracts on the team

There is much fear surrounding money and the Chicago Cubs. While the team currently does hold some egregious contracts, there are a few which stand out as better than the rest and best of the best.

“Chicago Cubs sign outfielder Jason Heyward to eight-year, $184M deal”.

On December 8, 2015, the above headline rang out across Sports Illustrated as Chicago dove straight into the deep end of the free-agent lagoon in search of their next superstar. While Jason Heyward has not necessarily lived up to hype from a production standpoint, he has been the leader of some pivotal moments, ones which you cannot put a value on, leading many to believe in the contract.

It was the second time in as many years the Cubs took a chance with a massive contract by going all-in on who they wanted Heyward to be. The winter before, starting pitcher and longtime club ace Jon Lester signed a six-year, $135 million contract. Both contracts, in their ways, have worked out. Currently, the Cubs have some intriguing contracts, and it’s time to pick the best of the best.