Cubs Still Hover Over Tarik Skubal As One Huge Question Looms

Could the Chicago Cubs defy expectations and reignite their pursuit of newly-minted Dodgers pitcher Tarik Skubal as they look to strengthen their rotation this offseason?

Tarik Skubal to the Cubs has always sounded like the kind of idea that lives more in wishful thinking than reality. Chicago has been linked to him before, including at the recent MLB trade deadline, but the left-hander ended up with the Los Angeles Dodgers. And for all the obvious reasons the Cubs need pitching, the price tag has always looked like the bigger obstacle than the fit.

That’s why Jeff Passan’s latest report from ESPN stands out. He wrote that the Cubs “badly want Skubal,” even while noting they may be skeptical about going to the kind of money it would take to land him.

Passan added that Skubal could command “well in excess of $300 million, potentially in the $400 million-plus range.” He also identified the Dodgers and New York Mets as the most obvious suitors, while pointing to the San Diego Padres as another team that needs a rotation anchor with Michael King and Nick Pivetta set to hit free agency.

For Chicago, this is where the conversation gets interesting. Wanting Skubal is one thing.

Actually paying for him is another. That’s been the Cubs’ reputation for a long time, and it’s still part of the backdrop here.

But the last year-plus has shown a different edge from the front office, starting with the five-year, $175 million signing of Alex Bregman.

The Cubs also aren’t operating like a team that’s content to wait around. They’re in a win-now window, they believe they can chase a World Series, and their trade deadline made that clear when they added multiple high-profile players for a postseason push that ultimately fell short. They’ll enter this offseason with plenty of money to spend and a glaring need at the top of the rotation.

That’s why Skubal keeps hanging over this discussion. Even if Chicago is more likely to land an arm a tier below, like Michael King, the possibility of going all the way is still there. The smoke around the Cubs and Skubal has lasted long enough that it’s fair to wonder whether there’s real heat behind it.

If the Cubs can patch the rotation, they’ll look like a true World Series threat. They already had one of the better two-way teams in baseball, and Pete Crow-Armstrong gives them a real superstar to build around. Add the best pitcher in baseball, and the whole picture changes fast.

Still, there’s a reason the Cubs aren’t viewed as the favorite. That hasn’t changed. But Jed Hoyer has shown a willingness to alter his team-building approach over the past year, and the boldest move left on the board would be the biggest one of all.

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