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Jack Winnay

@jackwinnay

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Welcome to the 2026 SoxProspects.com Awards week! Over the next five days, we will present our annual awards on the news page, recognizing the standout performers from the season.

We kick things off with the All-Star position players as selected by the SoxProspects.com staff.

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Complete field of dreams moment, our Jack getting a hat from @jackwinnay 🌾⚾️🧢

@portland_seadogs @fieldofdreams @jacktojack @slugger_seadog @portlandmaine

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Season 🥟

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Our leadoff hitters combined for 22 hits and 6 home runs in August! That means $370 is going to Animal Refuge League of Greater Portland courtesy of Evergreen Credit Union 🐕🐈🐁🦆

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Dugout was HYPED after a Max homer 🤘

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August you were kind, but it’s all a blur 🫠 The @portland_seadogs close out their last regular season homestand next week 🌾

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Sea Dogs @servpro Clean Up Hitters combined for 22 hits and 19 RBI in August 👏👏👏

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Safe to say our lighthouse is VERY much appreciated

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We have Roman Anthony at home

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Jack Winnay RBI-single.

The Boston Red Sox prospect is hitting .282 with 15 RBI since being promoted to Double-A. @jackwinnay

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Jack Winnay ties it up with a solo shot in the bottom of the seventh inning!

The Boston Red Sox prospect has six home runs since being promoted to Double-A and 17 total this season. @jackwinnay

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Jack Winnay finished a triple shy of the cycle on Friday. The 23-year-old corner infielder has held his own since moving up to Portland in late June and is now batting .276/.370/.448 with eight doubles, five home runs, 13 RBI, 22 runs scored, 17 walks, and 33 strikeouts in 38 games (154 plate appearances) for the Sea Dogs this season. He is currently ranked as the organization's No. 20 prospect.

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