Honestly? I'd rank the Red Sox pitchers according to those categories (I'd rank the Cubs options as Z, Hill, Lilly, Prior as the 4th) and then I'd put Z against the best starter from the Red Sox, Lilly against the second best, and Hill against the third best. I do that for one reason-I think Z is going to beat any of those 3 Red Sox pitchers, so you want to take out their best. I think Hill is the second best option, but you only need to win 2 out of 3-make it a more guaranteed win by putting him against the worst one of the 3 for the Red Sox. Then, you maybe sacrifice Lilly, but he still has a chance against the second best person. I like your line of thinking. The real question is how do I rank the Red Sox? 1. Matsuzaka (what do we really know?) 2. Beckett (last year's ERA a likely abberition). 3. Papelbon (surprised he took him over Schilling)