I think what might end up working, and this has been discussed elsewhere, is that the Cubs know they can spend more money than the Cardinals. They can guarantee Pujols more overall money even if they keep the number of years lower. Let's say the Cards offer their 9 years/$200MM contract. The Cubs counter with 7 years at $210MM total, and explain to Pujols how players age and why he won't get the full guarantee, but if he continues to be badass, there's another $30MM or $60MM waiting for him at the end of that contract. Getting $210MM in two less years than the Cards can afford or are willing to give is huge. Theo and Jed have to be planning something like this.