If Cubs Can’t Sign Willson Contreras to An Extension, They Will “Almost Certainly Shop Him” This Offseason

It’s not a new conversation – will the Chicago Cubs extend Willson Contreras, or will they trade him, or will they just let him enter the year as an impending free agent? – but Sahadev Sharma today gives it some very stark framing.

After a discussion on how the Cubs may very well want to extend Contreras, Sharma makes it plain: if there’s no extension, then yes, there will be trade talks this offseason.

But there’s also the question of whether Contreras will even be on this team in 2022. If an extension can’t be reached, Hoyer will almost certainly shop him ….

If a deal can’t be consummated and Hoyer starts looking to move Contreras, the optics would be terrible. Trading their two-time All-Star starting catcher this offseason would send a bad message to fans eager for winning to return to the North Side. Hoyer has been clear that a long rebuild isn’t in the works and that full-on tanking is no longer effective. He could stand by that sentiment firmly if he extends Contreras.

There are probably ways Hoyer could trade Contreras without drastically altering the current timeline to contention, which some would argue is already too long. But that’s what Hoyer and his front office are out to disprove. And for many, one of their biggest signals could be how they handle Contreras.

Again, you already know the stakes here on Contreras, and we’ve long talked about how a reasonable extension pretty clearly makes the most sense for the Cubs. But that’s your first flatly-stated indication that, absent the extension, Hoyer will hit the trade market to see if there’s a buyer out there for Contreras.

I’ll remind you, too, that trading a rental starting catcher in-season is never a great plan, because there are teams that are reluctant to swap in a new starting catcher mid-season. Yes, you’d find buyers in July for a talent like Contreras, but you almost certainly wouldn’t get premium prospects, because your market is going to be constricted. It’s hard to incorporate a new starting catcher with your pitching staff and really get the most out of the guy. Teams know it, and the trade prices reflect it.

Which is to say, I agree not only with Sharma’s read on the situation, but also with the Cubs’ approach. That isn’t to say you HAVE to trade Contreras if there’s no extension, but you do HAVE to explore it. And if there’s a buyer out there willing to pay a premium to get a full cheap year of Contreras, then you really have to think long and hard about it if you’re the Cubs.

I’ll circle back, though, and underscore my previously-stated perspective that an extension makes more sense, given both the Cubs’ intentions to compete in 2022-23, and also the lack of any kind of obvious or effective plan at catcher without Contreras. I know that it’s easier said than done, and we’ve seen very recently how hard it is to align on value in these situations, but I’m hopeful there’s a three or four-year deal that could make some sense – perhaps discussed in tandem with this year’s arbitration raise (Contreras is projected for about $8.7 million in 2022, his final arb year).

Oh, also? If you DO extend Contreras, who turns 30 next year, do me a personal favor, Cubs. GET A QUALITY BACK-UP CATCHER TO SHARE THE LOAD.

More of what I said on this Contreras-trade-extend subject earlier:

I won’t be naive and tell you there’s no chance the Cubs trade Contreras this offseason. If they feel there’s significant value to be had, and if extension talks prove fruitless, then it’s basically just a version of the conversation that happened in July with Kris Bryant, Anthony Rizzo, and Javy Báez.

But *if* that were to happen, then Mooney is very much correct that it’s pretty hard for the Cubs to sell the idea they aren’t fully rebuilding, because it will be all the more difficult to actually compete in 2022 without Contreras. Impossible? I won’t say that, because we don’t know what else they might do. But you can’t easily replace Contreras.

It would be much more desirable, I would think, to get the Cubs and Contreras on board with an extension that properly balances his value to the team against the risk that his market won’t be as robust as JT Realmuto’s was last winter. At that time, Realmuto was a year younger than Contreras will be next year, may have been coming off a better season, and was a free agent. Realmuto got five years and $115.5M to take him through his age 34 season. Maybe the Cubs and Contreras could come to terms on a deal that approached the Realmuto AAV over a shorter term? Or approached the Realmuto guarantee over a longer term? I think there will have to be some play there, because as we sit here today, I don’t think a Realmuto deal in free agency is an appropriate comp for Contreras a year out from free agency. Willson Contreras should do well on an extension, yes, but I’m hoping for both sides that Realmuto’s deal doesn’t become a hard baseline, because that’ll mean that no deal gets done.

Whatever the framework, I just really like the idea of Contreras being a guy (the guy? together with Kyle Hendricks?) who is in place as the team transitions. He necessarily has critical roles on both the positional side and the pitching side, and I just love his attitude. I could see it playing well on a team that is trying to get back to winning over a multi-year period.

Who knows? Maybe the conversation would’ve looked fundamentally different if top catching prospect Miguel Amaya had broken out this year. As it stands, Amaya had a decent start to the minor league season (still waiting on the power to emerge), but then succumbed to a forearm injury that has had him out for the last two months. I don’t know that there’s optimism he’ll return this year. If Amaya, who is already on the 40-man roster, were looking like a clear big league starter – if that were even possible for him to prove at Double-A this year – maybe you are more cautious in approaching Contreras. But it’s all academic now, because there is no reason to count on Amaya definitely being the Cubs’ starting catcher in 2023 (much less 2022 if you started talking about a Contreras trade). You hope he’s a big leaguer by then. A great one. But you cannot create an organizational strategy around that idea.

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Brett Taylor is the Lead Cubs Writer at Bleacher Nation. You can find him on Twitter at @BleacherNation, on Bluesky at @Brett-Taylor, and on LinkedIn here. Brett is also the founder of Bleacher Nation, which opened up shop in 2008 as an independent blog about the Chicago Cubs. Later growing to incorporate coverage of other Chicago sports, Bleacher Nation is now one of the largest regional sports blogs on the web.

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It has been 27 years since Harry Caray passed away on this day in 1998. He remains such a singular part of the Cubs fan experience for so many of us, and that probably won't change in another 27 years....

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Astros Odds to Win 2025 World Series, Division, Make Playoffs

Currently, the Houston Astros (0-0) are ranked seventh in the majors (among the top half), with odds of +1600 to win the World Series. To win the AL West, the Astros' odds are +135.Astros MLB World Series Odds Odds MLB...

Rockies Odds to Win 2025 World Series, Division, Make Playoffs

Right now, the Colorado Rockies (0-0) are ranked 28th in MLB (among the bottom half), with odds of +50000 to win the World Series. To win the NL West, the Rockies' odds are +50000.Rockies MLB World Series Odds Odds MLB...

Orioles Odds to Win 2025 World Series, Division, Make Playoffs

The Baltimore Orioles (0-0) are among the top half of teams in Major League Baseball, with current odds of +1500 to win the World Series (No. 6 in MLB). They have the second-ranked odds in terms of winning the AL...

Angels Odds to Win 2025 World Series, Division, Make Playoffs

The Los Angeles Angels (0-0) have the 27th-ranked odds in MLB to win the World Series, at +25000 as of Feb. 19. They are +2500 to win the AL West (fifth in the division).Angels MLB World Series Odds Odds MLB...

Dodgers Odds to Win 2025 World Series, Division, Make Playoffs

As of Feb. 19, the Los Angeles Dodgers (0-0) have the best odds in MLB to win the World Series, at +250. They are -474 to win the NL West (the favorites in the division).Dodgers MLB World Series Odds Odds...

Cardinals Odds to Win 2025 World Series, Division, Make Playoffs

Right now, the St. Louis Cardinals (0-0) are ranked 23rd in the majors (among the bottom half), with odds of +10000 to win the World Series. To win the NL Central, the Cardinals' odds are +800.Cardinals MLB World Series Odds...

Marlins Odds to Win 2025 World Series, Division, Make Playoffs

As of Feb. 19, the Miami Marlins (0-0) have the 28th-ranked odds in Major League Baseball to win the World Series at +50000, placing them in the bottom half of the big leagues.Marlins MLB World Series Odds Odds MLB Rank...

Reds Odds to Win 2025 World Series, Division, Make Playoffs

As of Feb. 19, the Cincinnati Reds (0-0) are +8000 to win the World Series, among the bottom half of teams (21st) in the majors. They have the third-ranked odds in terms of winning the NL Central, at +500.Reds MLB...

Twins Odds to Win 2025 World Series, Division, Make Playoffs

As of Feb. 19, the Minnesota Twins (0-0) have the 15th-highest odds in Major League Baseball to win the World Series at +3500, placing them in the top half of the big leagues.Twins MLB World Series Odds Odds MLB Rank...

Brewers Odds to Win 2025 World Series, Division, Make Playoffs

The Milwaukee Brewers (0-0) have the 17th-ranked odds in the majors to win the World Series, at +4000 as of Feb. 19. They are +250 to win the NL Central.Brewers MLB World Series Odds Odds MLB Rank Payout To Win...

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