You know, this is one of those questions that's often easy in hindsight, but it does make you ask about the team's approach with roster construction. My main argument for signing Greinke to an extension is that we had no one ready or able to take the reins as a top-of-the-order starter. We signed Lohse, who was good, but he's not Zach Greinke. The next year we added Garza - between those buys they averaged $23.5M a year. The big problem was we didn't have the $25M we needed in 2013 to sign Greinke - even if we had wanted. Lohse deferred $7M of his $11M salary, so it's not like we had all sorts of cash sitting around waiting to spend. To have fit Zach in, we would have to shed payroll - and we were playing guys like Yuni at 1B that year. In the end, if it's one answer or the other - it probably would have been better to keep Greinke over Garza and Lohse. We would have had to rely on Tyler Thornburg or some cheap FAs to fill out the rotation - but Greinke is worth more than Garza/Lohse/Segura. But if you can have third option, the best thing might have been to simply rebuild at that time. That's easy to say now since we didn't make the playoffs, but when you're trotting out guys like Yuni on a regular basis, that's a sign that your payroll is stretched thin, and you have no depth. I think it's pretty indicative of the way the Brewers have done - and can do - business. We can't keep many top tier players. You might pull off having one guy like that, but not two and three. If you do have two, you better be producing top rate prospects who are getting paid cheaply. Instead, for Milwaukee, we get the 2nd and 3rd tier free agents. Suppan, Lohse, Wolf, Garza. Nothing wrong with getting these players, but you're paying a lot for mediocrity. Guys like Greinke are premium talents - costing twice these guys. They offer bigger reward, but bigger risk (injury, long contracts, etc.). Again, I would say 'yes' to signing Greinke back in 2012, but that's only if the other option was what we ended up doing - adding guys like Garza and Lohse.