In what could become one of the most intriguing trades of the offseason, the Baltimore Orioles and Cincinnati Reds are reportedly in advanced discussions over a blockbuster deal that would see multiple young stars switch teams. According to sources close to both organizations, the proposed trade would involve Orioles second baseman Jackson Holliday and outfielder Dylan Carlson heading to Cincinnati, while the Reds would send shortstop Matt McLain and ace pitcher Hunter Greene to Baltimore.
The negotiations, however, are far from finalized. Reports indicate that the Orioles are demanding an additional $30 million from the Reds to complete the exchange, citing the long-term potential and market value of Holliday, who is currently one of the most highly rated prospects in baseball.
If finalized, this deal would represent a major shakeup for both teams. For Baltimore, acquiring Hunter Greene, a hard-throwing right-hander with electric stuff, could significantly strengthen their pitching rotation — an area the club has been looking to reinforce. Meanwhile, Matt McLain’s defensive versatility and offensive promise would give the Orioles added depth in the infield as they continue their pursuit of postseason contention.
For Cincinnati, the addition of Jackson Holliday, the Orioles’ No. 1 prospect and son of former MLB All-Star Matt Holliday, would bring an immediate boost to their long-term rebuild. Holliday’s elite bat control and defensive reliability make him one of the most sought-after young talents in the league. Pairing him with Dylan Carlson, a switch-hitting outfielder with major league experience, could transform the Reds’ offensive lineup for years to come.
While both teams see mutual benefits in the swap, the $30 million cash demand remains the main obstacle preventing an agreement. Negotiations are expected to continue over the coming days, and insiders suggest that both front offices are motivated to reach common ground before the winter meetings.
If completed, this trade could become one of the defining deals of the 2025 MLB offseason — reshaping the futures of both franchises in a single bold move.
