MLB offseason isn’t just the time of year when teams negotiate with players and build out their future. It’s also the time of year when super agent Scott Boras gets paraded around more than the Pope.

We’ve all seen the movie before. Every winter — whether it’s the GM Meetings, Winter Meetings, or the first few days of spring training — Boras sets up in the corner of some hotel convention center and holds court for the national media. He sells the baseball world on his top clients, the ones who command the top dollar in free agency. And nobody does it better.

Boras knows that by singling out individual teams, he can create a stir within the fanbase. It ramps up pressure on the front office, forces ownership to feel the heat, and helps make the market for his clients more competitive.

This offseason is no different, and Boras is already pulling the Chicago Cubs straight into the conversation.

During the GM Meetings in Las Vegas this week, Boras made the case for the Cubs to sign right-handed starter Dylan Cease — one of his clients and one of the best free-agent pitchers on the market this winter.

Marquee Sports Network (@WatchMarquee) on X "I think we all know how Dylan Cease pitches at Wrigley Field. He's dominant." Scott Boras on the possibility of Dylan Cease signing with the Cubs 👀

Cease, of course, is a former top Cubs prospect sent to the crosstown White Sox in the 2017 José Quintana deal. While he’s never been selected to an All-Star team, he developed into a frontline starter on the South Side. In 2022, Cease finished as the runner-up for the AL Cy Young Award with a 2.20 ERA.

He has made 32 or more starts and struck out over 210 batters in each of the last five seasons.

The Cubs, who recently declined their option on starting pitcher Shota Imanaga, now have a legitimate hole in the rotation. President of Baseball Operations Jed Hoyer has openly said Chicago will prioritize pitching over hitting this offseason.

With Justin Steele and Matthew Boyd locked into rotation spots, it makes perfect sense that the Cubs would target a right-hander with big swing-and-miss stuff like Cease.

One thing Imanaga failed to give the Cubs was a lockdown playoff start. He just didn’t have the overpowering arsenal to overwhelm hitters in October, and as he began to labor down the stretch in 2025, it became clear Chicago needed to upgrade.

Cease, on the other hand, has big-game stuff — and Boras knows it. The Cubs recently got a front-row view of what Cease can do pitching at Wrigley Field in the postseason. He has a 2.50 ERA in three career regular-season starts at Wrigley, and he threw 3.2 scoreless with five strikeouts against the Cubs in the NL Wild Card Series this past year, helping the Padres secure their only playoff win.

Collectively, we can roll our eyes at Scott Boras all we want. But he knows what he’s doing, and he knows how to position his players. And frankly, he might be onto something.

I firmly believe Dylan Cease is the best pitching fit on the market for what the Cubs need this offseason. He knows Chicago. He knows the organization. And he has every physical tool the Cubs are currently lacking.

You might think Boras is matchmaking or meddling — but maybe he’s just forecasting what he already sees coming.