2008, he went 2-1, losing the AFC Championship. 2009 he went 1-1, losing to the Colts in the divisional. 2010 went 1-1, losing to Pittsburgh in the divisional. 2011 went 1-1, losing out to the Patriots in the AFC Championship. This year he went 4-0, winning it all. That's a total of 9-4, with a SB win. Not bad, not bad at all, but consider, Brady has a career 17-7 playoff record, along with how many SB rings?
He is a journeyman quarterback. Yes, he has his moments of greatness, all journeymen do. But he also has his moments when the team has to carry him as well. That team around him is going to be taking a significant step back as well. Longtime center Birk is gone, as is the spiritual leader, Ray Lewis. The defense is aging, which is where Baltimore has always made its bread and butter. It is going to be a down year most likely for the Ravens next year.
Does Flacco deserve a pay upgrade, certainly. But to make him the highest paid player in the league, sorry, but that's a stretch. He is not the best quarterback, much less the best player in the league. He was a victim of fortunate timing, winning the Super Bowl in a contract season, and doing so with flair. But in a year or two, that big salary is going to look like a big bust.