From Pittsburgh Pirates On SI · · 1m 50s
Pirates Learn From World Series Rosters
Pirates can improve by studying Milwaukee Brewers and Tampa Bay Rays' trade strategies for the 2027 playoffs.
In brief
Pirates can improve by studying Milwaukee Brewers and Tampa Bay Rays' trade strategies for the 2027 playoffs. Pittsburgh Pirates need bold trades and a strong bullpen to end their 12-year postseason drought. Originally reported by Pittsburgh Pirates On SI.
Pirates' Postseason Struggle
Pittsburgh Pirates haven't made the postseason since 2015, their second-longest drought in MLB.
2026 World Series Teams
Milwaukee Brewers face Tampa Bay Rays in the 2026 World Series, both teams seeking first championship.
Brewers and Rays Roster Strength

Brewers and Rays have 15 and 17 players acquired through trades, making up most of their World Series rosters.
Brewers Trade History
Brewers acquired William Contreras in 2022 and Christian Yelich in 2018 through trades.
Rays Trade History
Rays traded Junior Caminero in 2021 and Yandy Díaz in 2018, adding key players through trades.
Trade Deadline Moves
Rays landed Freddy Peralta and Liam Hicks at the 2026 trade deadline, improving their postseason chances.
Pirates' Recent Trades
Pirates added Brandon Lowe, Jake Mangum, and Mason Montgomery from Rays while trading Mike Burrows to Astros.
Pirates' Bullpen Issues
Pirates lacked a strong bullpen in 2026, leading to poor postseason results.
Brewers Bullpen Strength
Brewers have Trevor Megill, Abner Uribe, Aaron Ashby, Chad Patrick and DL Hall in their bullpen.
Rays Bullpen Strength
Rays have Kevin Kelly, Bryan Baker and Cam Booser as top relief pitchers.
Pirates' Bullpen Options
Pirates have Luke Weaver as setup man and Mason Montgomery as shutdown closer for next season.
Pirates' Trade Strategy
Pirates need to target high-leverage arms in free agency to build championship-caliber bullpen.
Pirates' 2027 Goal
Pirates aim to end their 12-year postseason drought with a strong trade strategy and bullpen.
The main idea
Pittsburgh Pirates need bold trades and a strong bullpen to end their 12-year postseason drought.





