The Chicago White Sox seem to have a knack for picking up talent that the Milwaukee Brewers let slip away. This trend, which started subtly in 2024, has now become a fascinating pattern.
It all began when the White Sox snagged Gus Varland after he was designated for assignment by both the Brewers and the Dodgers. But it was in 2025 that this trend truly took off.
In a bold move during the Rule 5 Draft of December 2024, the White Sox selected Shane Smith, a right-handed pitcher left unprotected by Milwaukee. The Brewers, known for their strong pitching prospects, might have underestimated Smith's potential. Fast forward to today, and Smith isn't just on the roster; he's the 2026 Opening Day starter for Chicago, set to face his former team.
The White Sox's roster reads like a who's who of former Brewers, especially after a whirlwind of mid-season moves last year. In May, they claimed infielder Vinny Capra off waivers, and shortly after, they signed Adrian Houser, fresh from a stint with the Rangers. Then came Tyler Alexander in June, another ex-Brewer finding a new home in Chicago.
The Brewers' decision to trade Aaron Civale for Andrew Vaughn sent yet another pitcher south to the White Sox. And at the trade deadline, the White Sox pounced on Bryan Hudson and Elvis Peguero, both recently designated for assignment by Milwaukee.
As the 2026 season kicks off, the White Sox continue this trend, adding Reese McGuire to their roster. Released by the Brewers, McGuire found a new opportunity with a $1.2 million deal in Chicago. Despite never fully realizing his potential, McGuire brings raw power and a chance to shine with the White Sox.
Ironically, the Brewers will face McGuire and Smith right out of the gate in their opening series against Chicago. While some of last year's acquisitions have moved on, Milwaukee will still see familiar faces in the opposing dugout.
So, what’s driving this peculiar pattern? It might just be the influence of Walker McKinven, Chicago's bench coach and former Brewers run prevention coordinator. McKinven's familiarity with these players and his pitching philosophy could be key reasons why the White Sox are so keen on former Brewers.
In the end, this trend might seem quirky, but it’s rooted in strategic decisions and insider knowledge. As the White Sox continue to build their roster, they’re clearly not afraid to take a page from Milwaukee’s playbook.