Replacing Cliff Lee with Roy Halladay may make the Phillies only marginally better for 2010, but it makes them significantly better for the three years following.

Roy Halladay talks about joining the Phillies, while Ruben Amaro Jr. looks on...happy after finally catching his own personal unicorn (Clem Murray/Staff Photographer, Philly.com)
The Phillies finally got their man. Prior to last season’s trading deadline, the Phillies were considered the front runners in acquiring Roy Halladay from the Toronto Blue Jays. However, the asking price was too much GM Ruben Amaro Jr. So as a consolation prize, he practically stole Cliff Lee from the Cleveland Indians.
We were told that Lee was every bit the ace pitcher that Halladay was. And from the moment he arrived, he proved that assertion - most notably with a 4-0 playoff record record in leading the Phils to their second consecutive National League Pennant. While we were skeptical of Lee at first - he didn’t have quite the track record of Halladay - we came to worship him. And now he is gone.
In sending a package of prospects that seems to be only slightly less than what the Blue Jays were asking for last July, the Phillies brought Halladay into the fold. But why do it if Lee proved to be just as capable as Halladay - particularly in the clutch (where Halladay is unproven). And when you think about it, why not keep both? With a rotation as good as anyone has had since the Braves of the 1990’s, another trip to the World Series would seem about as inevitable as something can be in baseball. The answer is two-fold; neither of which has to do with the Phillies being cheap.
Many criticized the trade of Lee as the Phillies being more concerned about their payroll than winning another World Series. And it certainly seemed that way on the surface, since the Lee trade to Seattle was technically separate from the Halladay trade from Toronto. The first reason the Phils chose to put their legacy on the arm of Halladay instead of Lee did actually have to do with money. Just not in 2010. All indications were that Cliff Lee intended to test the free agent market following the expiration of his contract after this season. Lee is old enough to want to make this his last long term contract. And he is young enough that there will be teams willing to give it to him. Halladay on the other hand wanted to win a World Series so bad, he was willing forgo free agency and take a below-market contract extension with a true contender.
All of that means the Phillies were able to get Roy Halladay for $20 million/year through the 2013 season - a bargain when shopping for major league aces. Whereas Lee will probably sign for at least that much, and probably 2-3 years longer once he hits the free agent market next season. The Phillies were clearly worried that Lee would walk after this season, and they knew they could sign Halladay to an extension. It made sense on the field, and in the pocket book.
However, maybe the bigger reason for not keeping Lee was not financial at all. Considering the three prospects they gave up to obtain Halladay, combined with the four they gave up to get Lee last summer, the Phillies were losing seven of their best prospects. And as Amaro put it, “That’s no way to do business in baseball.” And he’s right. It’s tough to understand the true value of prospects when you’re staring at a possible rotation that’s headed by two Cy-Young Award winners, but the Phillies needed to restock the farm system with talent if they wanted to remain competitive in the future. So they traded Lee to Seattle for three prospects.
If the trade of Lee was done simply because the Phils did not want to pay for both him and Halladay, the Phillies would’ve been much more likely to trade someone like Joe Blanton - who makes about only $2 million less this coming season. However, Blanton would not command near the level of prospects that Lee did. Obviously these trades had to do with money AND prospects, but I think money was much less of a factor than many fans are arguing (probably the same fans who criticized the Phillies for getting Lee instead of Halladay at the trade deadline). And it is completely unfair to criticize this team - a team that has won two straight N.L. championships and one World Series in the last two seasons, and a team that just added a pitcher of Roy Halladay’s skill level for four more seasons - for caring more about their payroll than another World Series.

