If WMP even approaches the plate discipline Adam Dunn has I'll do backflips.
Two quick things about Helton. First, his contract could be the worst in baseball. 9 years, 141 million dollars? That kind of coin can really hurt a franchise even with the resources of the Red Sox. Was he worth $15 million last year? No. I don't know much about the AAV of his contract, whether or not he's being paid more now or later, but if his contract is back-loaded, you have to say no dice to someone who couldn't crack an .800 OPS away from Coors last year.
Second, to piggy-back onto SuperManny's earlier post, it seems that Helton is hitting a real decline as he ages. Losing 100 points of OPS a year does not sound like a ballplayer I want to invest in. And if his OBP is remaining constant (which IMO is his biggest selling point, gotta love a guy who gets on base 40% of the time), it means his slugging his dropping considerably. So you want to spend $15 mil per for a singles hitter?
Also, I REALLY don't like the idea of re-signing Lowell. But they may have to.