Where Could Boston Red Sox Upgrade at Trade Deadline? The Red Sox have several spots on their roster in need of an upgrade ahead of the trade deadline. 2:53 Now Playing Paused Ad Playing Despite Winning Streak, Boston Red Sox Trade Deadline Approach Remains Up in the Air 2:53 Now Playing Paused Ad Playing How Aggressive Will Boston Red Sox Be at Trade Deadline? 2:54 Now Playing Paused Ad Playing Boston Red Sox’ Craig Breslow Makes Stance Clear Ahead of Trade Deadline 2:13 Now Playing Paused Ad Playing Why Recent Report on Trade Deadline Market Could Be Good News For Red Sox 2:10 Now Playing Paused Ad Playing Could Boston Red Sox Add Starter at Trade Deadline? 2:50 Now Playing Paused Ad Playing Biggest Winners of Boston Red Sox Trade Deadline 3:05 Now Playing Paused Ad Playing Do Boston Red Sox Have Another Big Move in Them Ahead of Trade Deadline? 2:54 Now Playing Paused Ad Playing Boston Red Sox Doing Everything They Can to Force Craig Breslow’s Hand at Trade Deadline 1:40 Now Playing Paused Ad Playing Pivotal trade deadline looms for Red Sox 1:38 Now Playing Paused Ad Playing Craig Breslow Must Better Understand the Position Boston Red Sox Are In 2:07 Now Playing Paused Ad Playing Where Could Boston Red Sox Upgrade at Trade Deadline? Roundtable Sports Sun, Jul 19, 2026 The Red Sox have several spots on their roster in need of an upgrade ahead of the trade deadline. Where Could Boston Red Sox Upgrade at Trade Deadline? The Red Sox have several spots on their roster in need of an upgrade ahead of the trade deadline. 2:53 Now Playing Paused Ad Playing Despite Winning Streak, Boston Red Sox Trade Deadline Approach Remains Up in the Air 2:53 Now Playing Paused Ad Playing How Aggressive Will Boston Red Sox Be at Trade Deadline? 2:54 Now Playing Paused Ad Playing Boston Red Sox’ Craig Breslow Makes Stance Clear Ahead of Trade Deadline 2:13 Now Playing Paused Ad Playing Why Recent Report on Trade Deadline Market Could Be Good News For Red Sox 2:10 Now Playing Paused Ad Playing Could Boston Red Sox Add Starter at Trade Deadline? 2:50 Now Playing Paused Ad Playing Biggest Winners of Boston Red Sox Trade Deadline 3:05 Now Playing Paused Ad Playing Do Boston Red Sox Have Another Big Move in Them Ahead of Trade Deadline? 2:54 Now Playing Paused Ad Playing Boston Red Sox Doing Everything They Can to Force Craig Breslow’s Hand at Trade Deadline 1:40 Now Playing Paused Ad Playing Pivotal trade deadline looms for Red Sox 1:38 Now Playing Paused Ad Playing Craig Breslow Must Better Understand the Position Boston Red Sox Are In 2:07 Now Playing Paused Ad Playing