Verducci with interesting thoughts on Lester here (http://www.si.com/mlb/2014/12/09/jon-lester-winter-meetings-oakland-billy-beane-hall-fame):
A snippet:
"Whichever teams winds up winning the bidding for Jon Lester will get a very good pitcher and a very bad contract. Combine a bidding war between three high-profile, big-market teams — the Cubs, Giants and Red Sox — and a durable pitcher who is available without having to give up talent or draft picks, and you get a recipe for overpayment. It's bound to end poorly.
It's foolish to give a pitcher in the Testing Era a six- or seven-year contract that begins with his age-31 season. In fact, it's so foolish it's never been done before. The history of such contracts even for younger pitchers all but assures Lester's new team will get poor value for the length of its investment. But with Lester looming as the kind of pitcher who can make a difference for one year and one championship, clubs have lined up to buy this veritable lottery ticket."
A snippet:
"Whichever teams winds up winning the bidding for Jon Lester will get a very good pitcher and a very bad contract. Combine a bidding war between three high-profile, big-market teams — the Cubs, Giants and Red Sox — and a durable pitcher who is available without having to give up talent or draft picks, and you get a recipe for overpayment. It's bound to end poorly.
It's foolish to give a pitcher in the Testing Era a six- or seven-year contract that begins with his age-31 season. In fact, it's so foolish it's never been done before. The history of such contracts even for younger pitchers all but assures Lester's new team will get poor value for the length of its investment. But with Lester looming as the kind of pitcher who can make a difference for one year and one championship, clubs have lined up to buy this veritable lottery ticket."