With few exceptions, free agent contracts are like this. It's called the Winner's Curse; if you bid high enough to win, you've outbid everyone else's analytics models. Some people wanted to pool the money spent for Cruz, for Happ, for a few others, and go after a big name starting pitcher, for $25M or so. Guess what. The pitcher who all the front offices with unlimited analytics wanted got an offer for $40M, as it turns out. Putting that kind of money onto one pitching arm is kind of a risk too. Your competitors don't allow you to make it less of a risk even if you had hoped to. You can field a team of all minimum-MLB salary players, and perhaps not even have to finish in last place owing to the oddities of the CBA. And then to do better, or at least improve your chances, you can choose to spend money this way or that, but with few guarantees. If you choose not to risk any money, you take a PR hit with the public. Every non-minimum salary represents a decision and an opportunity and a risk - we pay Buxton $5M this year and he could be MVP or turn up lame again, et cetera, et cetera. For every regular on your squad, you have to have a backup plan. What do we do if Buxton is injured? What if Simmons doesn't hit a lick? What if Berrios suffers his first serious injury? What if Cruz hits .200 with 2 homers for the first six weeks? That last one actually seems the easiest to deal with - you go back to giving Rooker a full-time shot, or perhaps Kirilloff unless his glove is so good he earns LF, or else you go back to DH-by-committee which many would prefer as plan A anyway. DH is covered for unwelcome contingencies better than any other position. But in exchange for this risk at DH, consider that the Twins led the AL in 2020 by a large margin at the DH slot in the lineup. https://www.baseball-reference.com/leagues/team_compare.cgi?request=1&year=2020&lg=AL&stat=OPS Incredibly, the league as a whole obtained only an OPS of .719 from their DHs. The Twins had a .200+ OPS advantage at that spot in the lineup, most games. It would be an interesting study, which I won't undertake right now, to understand why teams did so poorly in a role they collectively have the most control over. Anyway, what's a natural way to try to replicate that unfair advantage? Maybe ask the same guy to try it again. And even if he slides a bit, it would be down to league average, where we no longer have an advantage but merely are competitive, and hope some of the other 8 batters step up. If he fails completely? See the contingency planning above. As a wise man named Lieutenant Frank Drebin once said, you take a risk getting up in the morning, crossing the street, or sticking your face in a fan. Signing Cruz is a $13M risk I happen to like, even as I recognize that Cruz could finally turn into a pumpkin and we end up turning to alternatives.