The Cubs signed Billy Hamilton to a minor league contract last week, according to Hamilton’s MLB.com profile page.  The signing specifically took place on August 31, which means that Hamilton is eligible for a spot on Chicago’s postseason roster.

Hamilton (who turns 35 in two days) was assigned to the Cubs’ Arizona Complex League team and hasn’t yet seen any game action.  It could be that Hamilton is simply being ramped up in a Spring Training-esque environment given that he hasn’t played much in 2025, and hasn’t taken part in affiliated baseball since 2023.  The outfielder appeared in 132 games in 2024 between stints in the Mexican League and in winter league action, but he has played in just 10 games during the 2025 Mexican League season.

A veteran of 11 Major League seasons from 2013-23, Hamilton is known for his excellent defense and incredible speed, with 326 career stolen bases (out of 398 attempts).  Only Starling Marte has more steals since the start of the 2013 season, and Marte amassed his 349 steals with the benefit of over 500 more games than Hamilton.  Despite those elite tools, Hamilton has never been much of a hitter, with only a .239/.292/.325 slash line to show for 3285 career plate appearances in the Show.

After beginning his career as the Reds’ regular center fielder, Hamilton’s last few Major League seasons were largely spent bouncing around between several teams as defensive depth and as a pinch-running specialist.  This includes a prior stint with the Cubs, and it was exactly five years ago today that Chicago claimed Hamilton off waivers from the Mets.  Hamilton started only one of his 14 regular-season games in a Cubs uniform, and came off the bench again in one playoff game, as the Cubs were swept in two games during their wild card series with the Marlins.

A similar role is surely in store for Hamilton if the Cubs decide to add him to their active roster.  The Cubs have a sizeable lead in the NL wild card race and are looking like a virtual lock to reach the playoffs, allowing the team some flexibility in using September as a chance to get healthy and to decide on its optimal postseason roster.  Chicago isn’t exactly hurting for speed (ranking third in baseball with 142 steals) or outfield depth, but having Hamilton in the organization gives the Cubs yet another option to consider, especially if an injury arises.