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South Side Hit Pen

3 Positives & 1 Big Question After White Sox Blow It Late Against the Brewers

The Chicago White Sox looked a lot better at the plate on Sunday, but they still failed to walk away with their first win of the season.
Mar 29, 2026; Milwaukee, Wisconsin, USA; Chicago White Sox shortstop Colson Montgomery (12) celebrates in the dugout after hitting a grand slam home run against the Milwaukee Brewers in the first inning at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images
Mar 29, 2026; Milwaukee, Wisconsin, USA; Chicago White Sox shortstop Colson Montgomery (12) celebrates in the dugout after hitting a grand slam home run against the Milwaukee Brewers in the first inning at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images | Benny Sieu-Imagn Images

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The Chicago White Sox were on the cusp of grabbing their first win of the 2026 season, but then Christian Yelich had something to say.

The 0-3 start may feel like the same old, same old for Chicago, but there were some more reasons for optimism in Sunday's tight 9-7 loss. Let's look on the bright side before we get into the one glaring problem.

Positive: Colson Montgomery's First Big Moment

For the third straight game, Will Venable went with a different clean-up hitter. Colson Montgomery has become very familiar with sitting second in the order, but he may have given his manager a reason to keep him fourth for at least the next few games.

Chase Meidroth and Munetaka Murakami both drew walks before Miguel Vargas loaded the bases with a single. Montgomery was now in the perfect position, and he didn't hesitate to take full advantage. The second-year infielder hit the first pitch he saw 405 feet into right-center field for the grand slam. It marked only his second hit of the season and first home run.

Montgomery would execute again only an inning later. Following Munetaka Murakami's third home run in as many games, Montgomery drew a full count before sending a chopper up the middle into center field. Miguel Vargas would score from second and put the Sox up 6-2.

In his third at-bat of the day, Montgomery earned a lead-off walk at the top of the fifth. He watched five pitches go by, the last four of which were outside the zone. While he wouldn't make his way around the bases, it was still an encouraging plate appearance. Overall, he accounted for 5 of the team's 7 runs on the day after failing to record a single RBI in Chicago's first two meetings with Milwaukee.

I'd also be remiss not to give Montgomery some defensive praise. He made a fantastic play at short for the final out of the seventh inning. Gary Sanchez hit a bouncer his way, which he back-handed just outside the infield and threw to Murakami, who stretched out for the grab. They got lucky with the slower Sanchez, but it was still a fantastic snag and throw.

Considering the extremely high expectations on Montgomery this season, there is no question that this performance stands out regardless of the outcome. Yes, 2026 is all about taking a step competitively, but it's just as much about seeing a potential franchise cornerstone like Montgomery continue his individual climb up the league ranks.

Positive: Bats Finally Come Alive

The good news for the White Sox is that Colson Montgomery wasn't the only one to find his rhythm this afternoon. After scoring a mere 3 runs in their first two games, the Sox looked a lot more comfortable at the plate. They finished the day with nine hits – three of which were long balls. Three batters also finished with multiple hits, including right fielder Everson Pereira.

As someone who the White Sox are clearly high on, Pereira's day likely stood out to manager Will Venable. He blasted a 403-foot homer before hitting a sharp single that advanced Montgomery to third. The Sox came into Opening Day carrying six outfielders, which clearly signaled a willingness to rotate guys more regularly. However, it's only a matter of time before someone proves to be worthy of a daily role, and Pereira certainly has what it takes after once being a Top 100 prospect. Consistency, however, has always been his problem.

Speaking of which, it's easy to see the potential this roster has to put up runs. They have quite a bit of power throughout the lineup, but putting the ball in play regularly is going to be most important. This is a young group with a lot of athleticism, and you have to make the most of that. In other words, you can't have games like Opening Day when 20 strikeouts are on the board! They have at least brought that down over these last two outings, but the job now is to build off the success of getting on base today against the Marlins.

Positive: Anthony Kay Looks Solid

Anthony Kay was one of the White Sox' biggest signings this offseason. Heading to the Nippon League after struggling to find his footing in the majors. Kay became one of Japan's best arms. While the Sox knew he wasn't destined to mimic his insane 1.74 ERA from overseas, there was clearly optimism around his improved command and velocity.

Anthony Kay of the Chicago White Sox
Mar 29, 2026; Milwaukee, Wisconsin, USA; Chicago White Sox starting pitcher Anthony Kay (18) throws a pitch in the first inning against the Milwaukee Brewers at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images | Benny Sieu-Imagn Images

Kay undoubtedly looked like their most competent starter this afternoon. He held a tough Brewers lineup to just two earned runs and three hits. Both those runs also came on a Gary Sanchez homer in the first inning, so he settled in really nicely as the game went along. Was it the most impressive performance ever? No, especially when we consider he did give up four walks and struggled to find the zone a little. But he at least kept the Brewers' sizable lead intact.

Unfortunately, we can't say the same about his friends in the bullpen!

Big Negative: Bullpen Blows It

All things considered, the Chicago White Sox' bullpen looked like a potential strength coming into the season. Particularly when compared to the starting rotation, it felt like this group had the right mix of high-upside young talent and veteran savvy. However, neither has stood out over the first three outings.

The White Sox have given up 29 runs over their three games, and the bullpen has been responsible for 19 of those runs. Chris Murphy, who put together an impressive spring training and looked like a potentially important piece, has really struggled in his two outings. Veteran Sean Newcomb also left a lot to be desired in his first taste of action. What might be the most concerning, however, is seeing Seranthony Dominguez blow things on Sunday.

One of baseball's top closers last season, the Sox put him in after Murphy gave up two runs to Milwaukee in the eighth. While put in a tough spot, he still had two outs on the board and failed to get out of the inning. Luis Rengifo scored two on a ground ball single up the middle. Then, Christian Yelich stepped into the box for a pinch-hit three-run blast that gave the Brewers the lead. Jordan Hicks had to come in to send the game into the top of the ninth.

Of course, we have to keep mentioning that we're only three games into the season. Guys are going to settle in and roles are going to become more defined. We're also likely to see plenty of roster changes in the coming weeks as some of the organization's best arms get a call-up to the majors. Still, this felt like a group that could help this Sox team quite a bit early on, but they have only hurt them thus far.

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Elias Schuster
ELIAS SCHUSTER

Elias Schuster is a sports journalist and content creator from the northern suburbs of Chicago. A graduate from the University of Illinois at Urbana-Champaign, he has covered the Bulls since 2019-20 and previously served as the editor of BN Bulls at Bleacher Nation. He has been the Publisher for Bulls On SI since December of the 2025-26 season. When he isn't obsessing over hoops, Elias spends his time obsessing over practically every other sport – much to his wife's dismay. He also loves strolling the streets of Chicago for the best cozy bar or restaurant to set up shop and write his next article.

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