Rookie's Walk-Off Heroics
White Sox Prospect Braden Montgomery Blasts Walk-Off Home Run in Unforgettable MLB Debut
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Montgomery’s walk-off came in a very specific moment: with Chicago trailing 5-4 in the bottom of the 10th, he faced Braves closer Raisel Iglesias and deposited a changeup “to the opposite field” into the left-field bleachers for the win.
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He joined an extremely small historical group—becoming the fifth player since 1900 to hit a walk-off home run in his MLB debut. The other four named in the report were Carlos Perez (2015), Miguel Cabrera (2003), Josh Bard (2002), and Billy Parker (1971).
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Before the promotion, Sporting News reported Montgomery was hitting “.315 with a .912 OPS and four home runs in 111 at-bats” across his first 29 Triple-A games, after starting the year in Double-A Birmingham.
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Multiple ranking/role details were highlighted: MassLive noted he’s ranked No. 33 on Baseball America’s Top 100 and No. 2 by MLB Pipeline for Chicago, while CBS Sports/Snider’s report added that his MLB Pipeline bio says he was “solely a right fielder in college” but has played center and is expected to remain an option there.
Braden Montgomery walked up to the plate in his very first MLB at-bat and delivered one of the rarest moments in baseball history. The 24-year-old White Sox outfielder hit a two-run, walk-off home run in the bottom of the 10th inning on June 9, 2026, giving Chicago a 6-5 win over the Atlanta Braves — and making him just the fifth player since 1900 to homer in a walk-off debut, according to South Side Showdown.
Montgomery took an 0-1 changeup from Braves closer Raisel Iglesias and drove it to the opposite field into the left-field bleachers. Iglesias had not given up a home run in 20 appearances before that at-bat, per White Sox Fans Report. Montgomery finished the night 2-for-5 with 3 RBI.
A Debut for the History Books
Montgomery joins a very short list. The only other players to hit a walk-off home run in their MLB debut since 1900 are Carlos Perez (2015), Miguel Cabrera (2003), Josh Bard (2002), and Billy Parker (1971), according to SB Nation. That is four players across roughly 125 years of baseball.
His night actually started earlier. In the 4th inning, Montgomery ripped an RBI single to left off Braves starter Grant Holmes, cutting Atlanta's lead to 4-3. Then, with two outs in the 10th and the Sox down 5-4, he made history. "That was just surreal, I couldn't even hear anything," Montgomery said after the game. "This group of guys, this stadium, this city — it's awesome."
Minor League Numbers That Demanded a Call-Up
Montgomery's promotion was not a surprise to anyone watching his stats. He started 2026 at Double-A Birmingham before a quick move to Triple-A Charlotte. Across his first 29 Triple-A games, he hit .315 with a .912 OPS and four home runs in 111 at-bats, per Myrtle Beach Online.
His full Double-A and Triple-A combined line in 2026 reads .314/.422/.548 with 10 home runs and five stolen bases. He walked at a 15.1% rate, though he also struck out 24.8% of the time — a swing-and-miss risk worth watching. He ranked No. 33 on Baseball America's Top 100 prospects and No. 2 in the White Sox system per MLB Pipeline, according to Myrtle Beach Online.
The Garrett Crochet Trade Looks Better Every Week
Montgomery was one of four prospects Chicago got when it traded pitcher Garrett Crochet to Boston on December 11, 2024. The other three were catcher Kyle Teel, infielder Chase Meidroth, and reliever Wikelman González. With Montgomery's debut, all four have now reached the majors, according to SB Nation.
Meidroth is already a regular at second base, hitting .274. Teel is sidelined by injury but is seen as the long-term starting catcher. González is on the Triple-A injured list but has shown three-pitch potential. White Sox GM Chris Getz previously called the deal "cashing in" on Crochet's peak value to build a sustainable core. Montgomery's debut gave that argument its strongest evidence yet.
White Sox Rebuild Gains Real Momentum in 2026
One year after the worst loss total in MLB history, Chicago entered this game at 34-31 — second in the AL Central and inside playoff positioning. The team had won 16 of its last 19 games heading into one recent stretch, per Head Top Topics. That is not a rebuild in name only anymore.
Teammate Jacob Gonzalez summed up the mood after the win. "Impressive what Braden did because all of us would've wanted to hit a walk-off homer right there," he said. "To actually do it and be calm — that's special." For a fan base that endured 121 losses in 2024, Monday night felt like proof that the worst is over.
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