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I’m not sure how I would’ve predicted the decade the followed, at least not exactly, but I can say with confidence that I thought the Chicago Cubs would have more on-field success after the 2016 World Series win than they…

Bleacher Nation's Brett Taylor analyzes the start of the MLB offseason, reviewing important roster deadlines, contract decisions, and Gold Glove honors. Taylor notes that the five-day exclusive negotiating window is ending alongside deadlines for qualifying offers and contract options. He anticipates that pitcher Clay Holmes will decline his $12 million player option, while expressing hope that the Chicago Cubs negotiate a new deal to retain him as a free agent.
Taylor also highlights Alex Bregman becoming the first Cubs third baseman since Ron Santo to win a Gold Glove award. Additionally, the piece touches on remaining team options for Javier Assad, Colin Rea, and Jacob Webb, while sharing a report detailing the Milwaukee Brewers' clubhouse superstition involving pregame cigarettes during their World Series run.
Clay Holmes Officially Declines His Player OptionBleacher Nation
REPORT: Cubs “Badly Want” Tarik Skubal, Whose Timeline and Cost is Coming into FocusBleacher Nation
4 former Cubs hitting free agency and their chances of returning to ChicagoCubbies Crib
MLB News Outside the Confines: Winter is hereBleed Cubbie Blue
Pete Crow-Armstrong, Alex Bregman win Gold Glove Awards, backing Cubs' reputation as baseball's best defenseChicago Sun-Times
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