J.D. Martinez

MLB Free Agents 2019-20: Top 5 designated hitters

MLB Free Agents 2019-20: Top 5 designated hitters

One of the biggest question marks of the Red Sox' offseason is the future of J.D. Martinez. Will he or won't he opt out of his contract and test the free-agent waters yet again?

If he does, Boston is put into a tough position. There aren't a whole lot of guys out there -- if any -- who can step right into Martinez's DH slot and put up numbers anything close to the 2018 World Series champion's level of production.

If Martinez indeed decides to sign elsewhere (the White Sox, perhaps?), the Sox could be left scrambling for a cheap short-term replacement off the open market. Here's a look at the top options this winter:

One team has all the pieces to sign J.D. Martinez in free agency — the White Sox

One team has all the pieces to sign J.D. Martinez in free agency — the White Sox

If J.D. Martinez opts out of his Red Sox contract, as many of us expect, the natural question is where he'll land.

When I wrote about this six weeks ago, before we knew that ownership wanted to drop below the $208 million luxury tax threshold, I assumed the answer would be Boston. Four years, $100 million, lock down your All-Star DH and middle-of-the-order weapon for the long haul.

Now that we understand John Henry's motivations to cut costs, though, a Martinez opt-out must be viewed as a farewell, and the Red Sox are probably rooting for it at this point, just to simplify their offseason math.

If that's the case, a closer look at Martinez's potential landing spots yields a clear logical favorite — the White Sox.

Keep in mind, this is a purely academic exercise. We don't know if the White Sox are prioritizing offense this winter, given the woeful state of their entire pitching staff beyond All-Star right-hander Lucas Giolito.

But if there's a team that checks the most boxes, it's Chicago. The White Sox are blessed with one of baseball's best farm systems, which means they'll be able to offset the cost of a big-ticket free agent with cheap young talent. They have a glaring need for a veteran slugger and leader to augment their impressive young core of batting champ Tim Anderson, former Red Sox farmhand Yoan Moncada, and slugging left fielder Eloy Jimenez. And as their failed 2018 pursuits of Bryce Harper and Manny Machado suggest, they're willing to drop big money on a free agent.

Add it all together, and a strong case can be made that Martinez will be calling the south side of Chicago home come April.

First, it's instructive to play the process-of-elimination game. The 32-year-old Martinez overcame back issues this season to hit .304 with 36 homers and 105 RBIs. Though technically able to play outfield (he made 38 appearances in 2019), it's hard to imagine a team signing him long-term to play him there full-time. Anything's possible, but let's cross the entire National League off his list.

When accounting for cost, contention window, and positional need, most of the American League disappears, too (as we laid out in August). We're basically left with the White Sox, Blue Jays, and Mariners.

Toronto expects to have $50 million to spend this winter, but president Mark Shapiro acknowledged the team's one glaring need in the Toronto Star.

"I think on a global level, it's moving from competing to winning," he told the paper. "Certainly, when you look at where the needs are on our team, it doesn't take a whole lot of in-depth analysis that starting pitching is probably our greatest opportunity to make those leaps."

Devoting half of their offseason budget to DH doesn't make a ton of sense, although a case can be made for Martinez mentoring a lineup that includes exciting youngsters Vladimir Guerrero Jr.,  Bo Bichette, and Cavan Biggio. I guess we shouldn't discount the Jays entirely, but directing their resources towards starting pitching, especially without former ace Marcus Stroman, seems their most likely course of action.

With the Mariners, who knows? They could use upgrades all over the roster after winning just 68 games, and they've shocked us before, landing All-Stars Adrian Beltre and Robinson Cano on long-term deals. But it's hard to find a motivation for them to add Martinez at this point in their rebuilding arc.

The White Sox, though, make sense. They could use a veteran to guide the aforementioned trio, and there's no debating Martinez's clubhouse impact on young stars Mookie Betts and Xander Bogaerts in Boston. An intense student of hitting, Martinez encouraged Betts to attack early in the count during an MVP 2018 (although he fell back into some bad habits this season) and helped convert Bogaerts to the cult of launch angle, resulting in an underrated 2018 and a breakout 2019.

If White Sox GM Rick Hahn is looking for someone who can show his youngsters the way, he won't find a better option than the bilingual Martinez, and that's before we even consider his biggest impact, which would be in the middle of Chicago's lineup.

During a lost 2017 without David Ortiz to anchor the order, virtually every young Red Sox hitter regressed. Once Martinez arrived in 2018, though, Betts, Bogaerts, and Andrew Benintendi felt free to do their thing without the pressure of carrying the offense. They considered themselves table-setters in service of Martinez, and even if it wasn't reflected in their respective WARs, to a man they labeled Martinez the most important bat in their lineup.

He could fill all those roles in Chicago, and at a fraction of the $250 million the White Sox reportedly offered Machado last winter. Martinez merely needs to beat three years and the roughly $62 million remaining on his deal to justify opting out, and Chicago could beat that total with any number of three- or four-year offers.

After seven straight losing seasons, Chicago believes it's a year or two away from contention. Baseball America rates the farm system as No. 3 in the game, Anderson and Moncada are budding superstars, and Giolito is a legit Cy Young contender, alongside hard-throwing right-handers Michael Kopech, who's due back from Tommy John, and Dylan Cease.

What the White Sox need are veterans to help them make the leap. That's exactly what Martinez did in Boston, and he could easily duplicate the feat in Chicago.

Perhaps his decision will be as easy changing socks.

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Top 20 free agents of the 2019-20 MLB offseason

Top 20 free agents of the 2019-20 MLB offseason

There aren't any Bryce Harpers or Manny Machados in this year's MLB free agent pool, but there's still plenty of talent on the market.

J.D. Martinez will become an unrestricted free agent if he decides to opt-out of his Red Sox contract. He'd be joined in free agency by Red Sox teammates Rick Porcello, Brock Holt, Steve Pearce, and Mitch Moreland, though unlike Martinez, you won't find them on this list.

So who are the most notable free agents on the market for the 2019-20 offseason? Here's a look at the top 20. . .