[6] He committed to play college baseball at Vanderbilt University in the fall of 2017 but decided to declare for the 2020 MLB draft instead.

[13] On May 18, it was announced that Crow-Armstrong would undergo surgery on his right shoulder for a glenoid labral articular disruption, ending his 2021 season.

[15] On July 30, 2021, the Mets traded Crow-Armstrong to the Chicago Cubs in exchange for Javier Báez and Trevor Williams.

In addition to all of this, he and his team, the South Bend Cubs won the 2022 Midwest League championship.

[21] On February 6, 2023, Crow-Armstrong was invited as one of the 32 non-roster players to be included in the Cubs' spring training camp.

[27] On September 11, 2023, after recording a .876 OPS on the year in Double-A and Triple-A, Crow-Armstrong was called up to the major leagues for the first time.

In the ninth inning, he made his first career plate appearance, which resulted in a successful sacrifice bunt.

[citation needed] Crow-Armstrong was optioned to Triple-A Iowa to begin the 2024 season after slashing .138/.194/.435 with four hits, four runs scored, an RBI, and three stolen bases in spring training.

[31] In the sixth inning of the following game, Crow-Armstrong collected his first career hit, a go-ahead two-run home run, off of Bryan Abreu, against the Houston Astros.

Crow-Armstrong finished the tournament with a .364 batting average, 12 hits, nine runs scored, four doubles, three triples, and three stolen bases.