Halladay in Pinstripes

First off i would like to state that this is an off season that is purely in my head and likely was never even thought about by anyone ever. The 2009 off season had significantly less spending than the year before and the only free agent Major league signing they had were Chan Ho Park, Randy Winn and Nick Johnson, none of whom were even remotely successful. The Yankees did complete two big trades for Curtis Granderson and Javier Vazquez, but no big contracts like in 2008. The biggest note of the off season for baseball was the trading of Roy Halladay to the Phillies and many had wondered why the Yankees did not try and pry him loose from the Jays. In retrospect the Yankees should have tried harder to pursue Halladay and should have left Vazquez in Atlanta, but that's hindsight and the Yankees had good reason to believe Vazquez would do well as he was coming off a great 2009. The Yankees could have had Halladay and in my off season that could have been I want to show what that deal could have looked like.
Obviously the Yankees would have to give more than Kyle Drabek and change like the Philies did because they are in the AL East, but the Yankees have a great farm system and an ace up their sleeve. The Jays would have probably wanted the Yankees top Pitching prospect (at the time) Zach Mcallister, Mark Melancon, Mike Dunn and Arodys Vizcaino. Well that by itself isnt to much and so here is where the Yankees throw in their Ace they offer Austin Jackson and Austin Romine and in exchange the Yankees take Vernon Wells and his whole contract. Suddenly the Jays are very intrigued as not only do they get rid of Vernon Wells contract they also get an MLB ready Center fielder to replace him. Now the Yankees also have the option here that they can either trade/release Wells and absorb his contract or use him in LF/CF with Gardner and Swisher instead of trading for Granderson. The Yankees have added one of greatest pitchers ever to their Rotation and now look even more like world series favorites, but they do still have two pieces that were gone after last off season and those are Ian Kennedy and Melky Cabrera. If the Yankees traded Wells then they could still follow through with the Granderson deal but instead of Coke, Jackson and Kennedy they offer Coke, Kennedy, Melky and Albaladejo for Granderson. This also adds in an intresting notion that the Yankees could have signed Hisanori Takahashi instead of the Mets as they would have no real Lefty depth whatsoever and he proved himself to be a great bullpen guy, plus he signed a minor league deal with the Mets. While were hopeing lets say that the Yankees had made an offer to Hideki Matsui for 1-year deal and as a result the DH position stays reliable, now the Yankees still would have likely ran into the same Bullpenn issues that they did this year but their stacked rotation would have likely been able to overcome those issues until a trade was made and who knows maybe Gregg would have been signed instead of CHOP. Either way you are looking at a World Series in 2010 and more down the road. In the end the Phillies got Halladay and he won the NL Cy Young and threw two no hitters and the Yankees will still win another World Series soon even if they have to go through Halladay and Lee to get to 28.