Chicago White Sox Braden Montgomery (92) poses for a photo on media day at the team’s spring training facility in Glendale, Ariz., on Feb. 20, 2025. Jayne Kamin-Oncea-Imagn Images

Chicago White Sox Outfield Prospect Braden Montgomery Has Quite an Encore to Big Game

Originally posted on Minor League Baseball on SI
By Jami Leabow | Last updated May 8, 2025 12:45 AM ET

Chicago White Sox prospect Braden Montgomery had a very good day Wednesday.

First, Baseball America raised Montgomery’s ranking in its updated list of Top 100 prospects. Preseason, he was No. 66 on the list. Now, after just 26 games in the minor leagues, he ranks No. 60.

Then, after hitting his first two home runs on Tuesday since his promotion to High-A Winston-Salem, Montgomery followed with a ninth-inning walk-off blast, a three-run shot that capped a comeback for a 7-6 win over the Bowling Green Hot Rods (Tampa Bay Rays) on Wednesday.

Braden Montgomery (@whitesox No. 5 prospect) calls GAME for High-A @WSDashBaseball

The No. 12 pick in the 2024 Draft -- acquired in the Garrett Crochet deal -- drills his 3rd homer in the past two nights: pic.twitter.com/1cQTFX5pC3
— MLB Pipeline (@MLBPipeline) May 8, 2025

He was promoted to Winston-Salem after 18 games at Single-A Kannapolis. Between the two outposts, Montgomery is hitting .323 (32-for-99) with an OPS of .998. He’s got six homers, 28 RBIs and seven steals.

The White Sox acquired Montgomery along with three other top prospects – catcher Kyle Teel (No. 41 Baseball America), infielder Chase Meidroth and right-handed pitcher Wikelman González – from the Boston Red Sox in an offseason trade for left-hander Garrett Crochet.

Meidroth already has been promoted to the major leagues. Teel and González are with the Triple-A Charlotte Knights.

The White Sox finished 41-121 in 2024 to set the record for the most losses in a season. With a 10-27 start to this season, the rebuild continues for the White Sox. The only question that remains is whether the Chicago brass believe Montgomery and the other prospects are better served by continuing to learn in the minor leagues or getting on-the-job experience in the majors. Either way, it’s likely that the 22-year-old Montgomery – a first-round pick by the Red Sox in 2024 – will continue to produce if early signs are an indication.

This article first appeared on Minor League Baseball on SI and was syndicated with permission.

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