How Have Former Boston Red Sox Top Prospects Performed with Baltimore Orioles? The Red Sox sent top prospects Anthony Eyanson, Kyson Witherspoon and Enddy Azocar to Baltimore in a trade deadline blockbuster. 2:57 Now Playing Paused Ad Playing Rutschman a 'massive upgrade' at catcher for BOS 2:11 Now Playing Paused Ad Playing Big Trade Deadline Acquisition Off to a Rough Start in a Boston Red Sox Uniform 1:45 Now Playing Paused Ad Playing Where Does Boston Red Sox Farm System Rank After Trade Deadline? 2:49 Now Playing Paused Ad Playing Boston Red Sox Reportedly Acquire Catcher Adley Rutschman in Deal with Orioles 2:58 Now Playing Paused Ad Playing In Trading For Adley Rutschman, Craig Breslow Takes a Massive Swing 2:58 Now Playing Paused Ad Playing Adley Rutschman's Trade: A Game-Changer for Red Sox and Orioles 6:12 Now Playing Paused Ad Playing Should Boston Red Sox Extend Adley Rutschman? 3:02 Now Playing Paused Ad Playing Adley Rutschman's Monster Homecoming Propels Boston Red Sox Past Orioles 1:14 Now Playing Paused Ad Playing What Would an Adley Rutschman Extension Look Like? 3:02 Now Playing Paused Ad Playing Craig Breslow Took a Shot in Trading for Adley Rutschman, But It Was Worth It 2:48 Now Playing Paused Ad Playing How Have Former Boston Red Sox Top Prospects Performed with Baltimore Orioles? Roundtable Sports Fri, Aug 28, 2026 The Red Sox sent top prospects Anthony Eyanson, Kyson Witherspoon and Enddy Azocar to Baltimore in a trade deadline blockbuster. How Have Former Boston Red Sox Top Prospects Performed with Baltimore Orioles? The Red Sox sent top prospects Anthony Eyanson, Kyson Witherspoon and Enddy Azocar to Baltimore in a trade deadline blockbuster. 2:57 Now Playing Paused Ad Playing Rutschman a 'massive upgrade' at catcher for BOS 2:11 Now Playing Paused Ad Playing Big Trade Deadline Acquisition Off to a Rough Start in a Boston Red Sox Uniform 1:45 Now Playing Paused Ad Playing Where Does Boston Red Sox Farm System Rank After Trade Deadline? 2:49 Now Playing Paused Ad Playing Boston Red Sox Reportedly Acquire Catcher Adley Rutschman in Deal with Orioles 2:58 Now Playing Paused Ad Playing In Trading For Adley Rutschman, Craig Breslow Takes a Massive Swing 2:58 Now Playing Paused Ad Playing Adley Rutschman's Trade: A Game-Changer for Red Sox and Orioles 6:12 Now Playing Paused Ad Playing Should Boston Red Sox Extend Adley Rutschman? 3:02 Now Playing Paused Ad Playing Adley Rutschman's Monster Homecoming Propels Boston Red Sox Past Orioles 1:14 Now Playing Paused Ad Playing What Would an Adley Rutschman Extension Look Like? 3:02 Now Playing Paused Ad Playing Craig Breslow Took a Shot in Trading for Adley Rutschman, But It Was Worth It 2:48 Now Playing Paused Ad Playing