Two seasons ago, the Chicago White Sox had one of the worst records in Major League Baseball history. The 1899 Cleveland Spiders still hold the all-time record for fewest wins, having finished that season 20-134. However, the White Sox hold the modern record, having finished 2024 with a record of 41-121 (the 1962 New York Mets were 40-120).
2025 saw Chicago finish 60-122, which of course was awful, but a near 20-game improvement. Indeed, White Sox fans are ready to see the city’s south side team finally put together a winner and return to postseason contention.
Colson Montgomery does not think they will have to wait much longer.
Colson Montgomery believes the Chicago White Sox will surprise people

Montgomery, Chicago’s former top prospect, is one of the reasons why White Sox fans have been holding out hope that improvements will come. In 71 games last season, he hit .239/.311/.529 with 21 home runs and 55 RBI. Despite playing less than a full Major League season, Montgomery finished fifth in AL Rookie of the Year voting.
And as Spring Training progresses, the young short stop does not think fans will have to wait much longer for the White Sox to be competitive:
“I think it’s easy to say that we will surprise people. And we’re not even thinking it’s a surprise. We all believe it. I’m telling you, I’ve been here for five years now, and even last year it was different. Felt a little different.
“And now this year, everything is just trending in the right direction. I feel it. I believe it. I think that’s the biggest thing, everyone else believes it. It’s not like we think we have the pieces, we think it could go right. It’s like, no. We’ve seen it happen. We have seen us win. We believe that’s what is going to happen.”
As can be seen from Montgomery’s comments, the White Sox believe that they can win many games this year. Not next season. Not in a couple of years. Now.
It will certainly be interesting to see what happens with this young team full of promising young talent. Another 20-win improvement in 2025 would put them right around the .500 mark, and right in the thick of the MLB postseason picture.
More Chicago White Sox news from ChiCity Sports
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