Matt Holliday was the first big name to move before the deadline this year, but with him now in a Cardinals uniform, there’s some big names still on the block. But of the players still to change clubs, only one will vault his new team to the front of the pack among contenders for this year’s crown.
Roy Halladay is the cream of the likely-to-move crop, and while a number of teams have shown interest, Philadelphia has been and still is the most likely landing spot. The Cardinals have been thrown around, but after the Holliday deal it’s unlikely they’ve got the chips to satisfy Blue Jays GM J.P. Ricciardi, who’s asking for the moon, sun, and constellations to be named later. The Brewers might have the prospects to get the deal done, but after trading top prospect Matt LaPorta in the Sabathia deal last year, I have a hard time believing they’d be willing to strip their farm system again. And while they’d be getting another season of Halladay, Milwaukee couldn’t come up with the cash to keep Sabathia, so if you can figure out how they’d be able to keep Doc in the fold, be sure to contact Doug Melvin ASAP.

The Dodgers have expressed interest as well, but Toronto will be asking for a package starting with some combination of Chad Billingsley, Clayton Kershaw, and Matt Kemp. LA is in the enviable position of having so much of its young talent producing at the big league level, but trading away such important parts of their big league roster just leaves another hole to fill. With a sizable division lead, and a relatively healthy squad, the guess here is that LA takes their chances with a lesser acquisition, a second-tier starter or another arm in the bullpen.
Ricciardi has expressed some reluctance to trade Halladay at all. That goes double for the teams in the AL East. Let’s face it: the Yankees and Sox aren’t trading for a year and a half of Halladay. They’re driving the Brinks truck right through his living room wall and making the Jays’ lives a living hell for the rest of Doc’s career. It’s going to take a mother lode for one of those teams to make it happen.
That said, look out for Boston.
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