I think it's pretty clear the implication here is not that Hamels is a better pitcher because he's pitched on better teams. It's that he may be more prepared to handle the pressure of signing a huge contract and moving teams (in his case, another high-pressure city/franchise). This would basically be a lateral move for Hamels; not so for Sanchez. I have no idea how either would react, or if it would even necessarily matter; but even Albert Pujols is seemingly struggling with this and "pressing" (unless you think he is hurt, or completely fell off a cliff at somepoint between the World Series and Opening Day). Moreover, you've mentioned that you're reluctant to sign Grienke because of his anxiety, which is basically a different way of saying that mental matters as well as physical. Now, most all of this unlicensed psychoanalzying will be factored in their respective contracts -- obviously, "baseball people" love the "winner" label -- so it's probably a moot point. And, personally, I'm guessing Sanchez will sign a much more reasonable (repeat: reasonable, not just cheaper) contract than Hamels, and I'd rather leave room for Upton in any case. But I wouldn't be so quick to dismiss Hamels' success in a figurative fish bowl. This is exactly it on that point, and that's exactly what pedigree is in the first place. Don't think this won't matter to teams that Hamels was the ace on a WS winner while Sanchez has been a non-ace on a bottom dweller. It's like any other field...The more you've seen and done matters, ESPECIALLY since they're essentially the same age. I'll have to get to the rest of that post later. Too many words for a phone. Will point out that Samchez has been healthy all of two years in the big league, hence the gloss over injuries point. Pinning injuries on a guy at 34-35 makes little sense when you're pushing giving 5 to a talent that has been far more damaged for years. Btw giving 5 to Sanchez makes him 33-34...Thisnisnt even a fn contest objectively. Sanchez would make a nice Dempster replacement...Hamels gives the Cubs a guy who's a legit #1 start on pretty much every rotation in the league. I'm not necessarily pro-Sanchez. But while I'd love to add Hamels, I suspect he's going to get a crazy contract (more Fielder than Pujols).