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Come Fan with UsSunday, June 21, 2026

When do you trade a former top prospect?

Sunday’s Say Hey, Baseball looks at the red-hot Jackie Bradley, Johnny Cueto’s success for the Royals and Ichiro’s Hall-of-Fame credentials. Subscribe for your daily Say Hey!

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If you bet on Jackie Bradley as the player who would post the highest number of total bases in a game this season, come on down! Nobody? Yeah, not really a surprise. Although Bradley, a former top-50 prospect in baseball, really flashed his full potential against the Seattle Mariners on Saturday to the tune of three doubles and two home runs (although one of those round-trippers came against catcher Jesus Sucre), the 25-year-old outfielder hasn’t exactly been a raving success story for the Red Sox farm system. In 2014, the Red Sox gave Bradley, one of the best fielding outfielders in baseball, nearly a full season as a starter; Bradley subsequently responded to the opportunity with a .198/.265/.266 line in 423 plate appearances.

Although Bradley came into Saturday’s game scorching hot at the plate, hitting .421 with a home run, two doubles and two triples in the last week, it wasn’t long ago that the outfielder was an afterthought stashed in Triple-A as writers speculated whether or not a change of scenery was in due order. Now, just a couple weeks later, many are of the mindset that the Red Sox should trot out an outfield trio of Bradley, Mookie Betts and Rusney Castillo while moving Hanley Ramirez, one of the worst defensive outfielders in recent memory, to first base.

There’s no shot that Bradley will sustain these current Tony Gwynn levels of hitting at the plate, but Bradley’s former shine as a top prospect combined with his incredible defensive ability brings up how long a team’s leash on a former top prospect should be. General manager Ben Cherington decided to part ways with Will Middlebrooks during this past offseason, and seemingly made the right choice given the third baseman’s struggles with San Diego. The Rays parted ways with Wil Myers, who continues to deal with nagging injuries with the Padres. Whether or not Bradley will fall into this similar category remains to be seen, but given Bradley’s quick rise in stock at the moment, Cherington will have some tough decisions to make this offseason.

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