NBC Peacock's "Road to the Show" is now available to watch on MLB.com. The five-episode series brings viewers behind the scenes with six of baseball's top prospects and their path toward the big leagues.
The White Sox are back in postseason action with a wave of young talent producing in the big leagues and more talent on the way. Braden Montgomery and Roch Cholowsky are set to be difference makers on the South Side for years to come, though 2026 had them at different stages of development.
Montgomery headed to the White Sox from the Red Sox in the December 2024 Garrett Crochet trade, just months after Boston selected him with the No. 12 pick in the Draft. He made his MLB debut in June 2026 and helped Chicago earn a playoff spot, where the club has already notched a series win. The White Sox made Cholowsky (CWS No. 1/MLB No. 14) the top pick in the 2026 Draft, and he carries huge expectations after an impressive run at UCLE.
The Road to the Show
By player:
• Roch Cholowsky
• Ethan Holliday
• Justin Lebron
• Jesús Made
• Braden Montgomery
• Gage Wood
"Road to the Show" features Montgomery and Cholowsky along with Jesús Made (MIL No. 1/MLB No. 1), Ethan Holliday (COL No. 1/MLB No. 23) and Gage Wood (PHI No. 1/MLB No. 30), as well as 2026 No. 18 overall pick Justin Lebron (CIN No. 3).
The five episodes follow each player through their different parts of the season, on and off the field, to see what goes into making a top prospect successful.
Montgomery opens up about the mindset of a player being traded so soon after being drafted. Following along his change of scenery, Montgomery delivers his first MLB hit along with a game-tying home run for the White Sox with his family in the stands.
Cholowsky offers candid perspective of the pressure to compete for a championship at UCLA in addition to the massive expectations he faces as a top draft pick. His grinding approach pays off to start the 2026 Draft.
In the series, the recent first-round Draft picks work forward in their development with loads of talent and hype to balance within the White Sox farm system. After starting the year at Double-A, Montgomery earned a promotion to Triple-A and then showed impressive right-field defense in 93 games big league games. Cholowsky made a nine-game cameo for High-A Winston-Salem before the organization shut him down for the year with right wrist tendinitis.