Inbox: Could Cards target Donaldson?

ST. LOUIS --  With the start of free agency Friday, I've decided to turn this week's Inbox into a free-agent edition. Thanks to all those who submitted questions. Those that don't get answered here have been saved for future consideration.
Will the Cardinals aim for Josh Donaldson this offseason?
-- Hayden H., St. Louis
Donaldson checks off a lot of the boxes. He plays a position (third base) that the Cardinals hope to upgrade, and he can offer the power production (.874 career OPS) that the club desires to add to the middle of its lineup. As far as downsides, I see two. First, Donaldson would be another right-handed bat for a lineup that already skews heavily that way. Additionally, his age (he is entering his age-33 season) and recent injury history (165 games played from 2017-18) do present questions about durability and potential regression. But would Donaldson make the Cards better? Absolutely. The investment would also be more palatable than it would for, say, Bryce Harper.
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One of the determining factors here will be Donaldson's ask. His best years are likely behind him, and the Cardinals won't want to get into a situation where the length of his contract becomes a future albatross. But if he's willing to take a short-term deal (two or three years) for a high average annual value ($20 million to $25 million), the fit would make a lot of sense.
Few pundits have the Cards high on the Harper/Machado list, even though both seem to be a fit. No one seems to have a reason other than "that's not how this front office works." Could it be that the front office hasn't worked that way the last few years because they were waiting for 2019?
-- Casey W. (@CaseyGWilliams)
I'd like to tackle both the assertion and the question here. Regarding the latter, the Cardinals have been historically conservative in the free-agent market, yes, but they've not been totally absent from the deep end. Remember, they were in the mix for David Price and Jason Heyward three years ago before both signed elsewhere for a combined $401 million. In other cases, the Cards have been hesitant to swim that deep because of the risk involved in offering such long and lucrative contracts. The situation and the player will dictate interest.
I join others who are skeptical about the Cardinals landing either Manny Machado or Harper. But it's not because of any perceived disinterest by the front office. Rather, it's related to the landscape of this market. With clubs like the Phillies, Yankees, Dodgers, Cubs, etc., expected to explore fits with these players, I'm not sure that the Cards' offer (if they make one) will stack up. They don't like to overpay (for justifiable reasons), and St. Louis (whether residents want to hear it or not) can't offer everything that a big city on the coast may be able to.

The Cardinals will continue to try to use their storied history as a selling point, which they should. I'd contend, however, that their sales pitch should focus more on the future. Tout the homegrown talent, the young pitching and the fact that this team is an impact player or two away from being right back in the October mix. That will appeal to a player looking for a win-now opportunity. Oh, and money talks, too.
What are your thoughts on acquiring David Freese again? He still has value on offense and defense, and he wouldn't be nearly as expensive as Machado or Harper.
-- Kent B.
Freese may not even make it onto the open market, as he and the Dodgers continue to discuss a possible reunion for 2019. His current contract includes a $6 million club option for next season. Even if Freese were to become available, the 35-year-old profiles as a part-time platoon player at this point in his career, and that's a not a need here. The Cardinals already have right-handing-hitting third basemen in Jedd Gyorko and Yairo Muñoz.
After having two to three years of very significant mistakes in the free-agent market (Brett Cecil, Greg Holland and Dexter Fowler), how will the Cards change their evaluation of the free-agent market? Will the same people that have made very bad decisions in the past be making these decisions in the future?
-- Jack T., Baton Rouge, La.
To be fair, not all of the Cardinals' free-agent signings have been busts. Miles Mikolas turned out to be arguably the best find of the 2017-18 offseason. Bud Norris became a critical piece on last year's team, too, after signing as a Minor League free agent. But, yes, there have also been several costly misses. That's been most noticeable within the relief market, where hindsight isn't kind.
President of baseball operations John Mozeliak insisted those mistakes won't leave St. Louis hesitant to dive into the free-agent market again. It's imperative that the Cards glean lessons from those mistakes since the decision makers are essentially the same. The organization is constantly trying to evolve and improve its methods for evaluation, and free agency will provide a litmus test for those efforts.
Have you heard of any interest in Dallas Keuchel or Nathan Eovaldi by the front office? I love Michael Wacha, but could see trading him with one year left [before free agency]. Mikolas, Flaherty, Martinez, Hudson/Waino/Reyes, and one of those free agents would make a solid staff.
-- Courtney K. (@CJKaelin)
The Cardinals have downplayed the necessity of adding to their rotation, but it does present a pathway for improvement. While the club has a plethora of starting pitchers (some of whom you noted above), there is always room to add a front-line starter. Doing so would offer additional innings coverage, as well as increased flexibility to rework other roles to improve the bullpen.
In addition to the two names (Keuchel and Eovaldi) you mentioned, keep an eye on the market for Patrick Corbin. He's 29 years old, coming off a career year and would seemingly benefit from getting out of hitter-friendly Chase Field. Keuchel is a year older, and Eovaldi comes with a much more complicated injury history.