witesoxfan, there is only one thing wrong with your proposed trade ........ Everything!
Ok, I'm kidding, but ....
1. Even though, in your opinion, it improves the Sox, it is a bad trade for one very simple reason. You are giving up way too much in value for what you are receiving in return. I mean PK & CL for Hudson and Byrnes is not an unreasonable trade based only on player values. I know it's not realistic because of the $ situation, but strictly on a 2 for 2 basis, it's relatively fair.
2. Adding 3 prospects and $$$$$$$$$ to a deal like that and KW would be strung up from the CF scoreboard by the media and Sox fans, to say nothing of what JR would do to him.
3. Even though the Sox are wanting to get away from the power hitter type, they are not wanting to go back to the '06 Hitless Wonders or the '59 Go Go Sox .... even though both teams did make the Series. I just can't KW moving both PK and CL during this offseason. One or the other, yes. In fact, I believe it will happen.
You usually have pretty good ideas, and you even back this one up very well. But, just looking at the trade, they could get a lot more for PK, CL, 3 Prospects and $10M than just Hudson and Byrnes.