It’s officially December, which means the MLB offseason is about to kick into high gear.

November ended with a few big moves as the Boston Red Sox traded for Sonny Gray and the Toronto Blue Jays signed Dylan Cease . However, that was likely just an appetizer for the flurry of deals that typically get done during the weeks between Thanksgiving and Christmas.

Oftentimes, teams come to regret these deals, which can quickly become payroll anchors if given to the wrong players.

Just look at Xander Bogaerts, who left the Red Sox for the San Diego Padres after the 2022 season. Boston tried to bring him back, but the Padres blew him away with an absurd 11-year, $280 million megadeal.

Three years into that deal, San Diego is probably already regretting it. Bogaerts has regressed from an All

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