This is essentially my take on this contract. And if the Cubs decide to flip him at any point, with the way salaries have escalated, $13M AAV over two or three seasons might even be really good value for a #3/4 type still on the right side of 30. I don't see much downside to this deal for the Cubs. It's crazy to think that Greinke was valued as being worth roughly $10M/season more than Jackson, and nearly $100M in total money guaranteed. 3.63 ERA for Greinke the past two seasons, 3.91 for Jackson. I don't in any way prefer Jackson to Greinke, aside from in a financial sense of course. Just crazy to me that there's that big of a monetary difference. While it may be apples to oranges given the hometown discount he gave the Brewers, it also makes me think about Ryan Braun and Prince Fielder contracts. Through 2020: Braun: 8 years $121.5 million ($15.19 AAV) Fielder: 8 years $191 million ($23.88 AAV) Now think about who you would rather have until they are 37 (Braun) or 36 (Fielder). Wow.