We all remember how disappointing the 2025 trade deadline was for the Chicago Cubs. Threatening the Milwaukee Brewers' reign atop the NL Central, Jed Hoyer said he'd leave no stone unturned in his attempt to upgrade the roster. Apparently, that meant kicking a few pebbles on the beach, because all he had to show for his efforts was Willi Castro and a trio of veteran relievers.
This year, no such promises are being made. In fact, if anything, Hoyer is hedging his bets against another quiet performance once August 3 rolls around.
Per ESPN's Jesse Rogers, the president of baseball operations had the following to say about the Cubs' deadline plans: "Your World Series odds are probably going to be correlated to your odds of getting a bye and getting a bye is such a big deal… A lot of that aggressiveness is based on that ability to get the bye."
The Cubs need to play better now and worry about the trade deadline later, Jed Hoyer says. pic.twitter.com/FLHTHaKsSP
— 104.3 The Score (@thescorechicago) June 5, 2026
Does the idea make sense? In a vacuum, yes. But in the reality of being the 2026 Cubs, caution is probably the last thing this team needs.
Cubs' inconsistency, lockout fears seem destined to sway trade deadline action
One other factor in all of this is the impending lockout. We now know that the fears of an elongated work stoppage significantly influenced the front office's thinking last summer, and it'd be foolish to expect that to change as the expiration of the current Collective Bargaining Agreement draws closer.
As frustrating as it is, no one knows how the sport will change during the negotiating process. If a salary cap is implemented -- and rumors are that (most) owners will engage in an all-out assault to get one through the MLBPA -- it's best to be in the black, having room to add salary rather than being required to cut it.
Combine that with the overall inconsistency plaguing this team, and it's hard to fault Hoyer for suggesting that his team's performance will dictate his actions. At the time of his comments, the Cubs were 5 1/2 games back of the Brewers for first place in the NL Central, a half-game out of a Wild Card spot, and seven games behind the Dodgers for the second seed (and bye) in the National League.
Impending returns from Edward Cabrera and Matthew Boyd should help matters, but to seriously go toe-to-toe with the heavyweights of the Senior Circuit, the Cubs will need a few reinforcements for the pitching staff. It sounds like the only way the front office will answer that call, though, is if the players already in house find a way to pick up the slack.
Thus, welcome to the catch-22 defining the 2026 North Siders: To get better, they need upgrades to the roster... but to convince management to upgrade the roster, they need to be better.
