Phillies’ 6 biggest MLB Winter Meetings moves

We put together a list of the most significant Winter Meetings deals in Philadelphia Phillies franchise history.

Pete Rose, Philadelphia Phillies 1983
Pete Rose, Philadelphia Phillies 1983 / Owen C. Shaw/GettyImages
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The MLB Winter Meetings always bring a flurry of moves across the league. From minor transactions to major franchise-altering deals, there's no lack of excitement when the top team executives get together with players and their agents for four days of wheeling and dealing.

It's hard to say what the Phillies' front office plans on doing at this year's Winter Meetings. The team has some areas of need, so president of baseball operations Dave Dombrowski and general manager Sam Fuld should be active in Nashville. It's unlikely that they'll make a franchise-altering move this time around. But you never know.

The Philadelphia Phillies have had their fair share of significant Winter Meetings over the years, although not all moves are completed at the December convention. Sometimes it's just the groundwork that's laid for future signings and trades.

The Phillies have worked on some big deals at the Winter Meetings that didn't come to fruition until later. Think of the famous Roy Halladay trade in 2009, when they finalized the deal with the Toronto Blue Jays about a week after the Winter Meetings concluded. And then there was Bryce Harper's February 2019 free agent signing, which was kick-started the preceding December when the Phillies emerged as one of the frontrunners in the Harper sweepstakes.

That being said, here are six of the franchise's biggest deals to happen during the Winter Meetings.

First up, an 11-year contract that may yet prove to be one of the biggest Winter Meetings signings in franchise history.