There is no better time than the present to begin laying out a long term deal for Jackson. One, the team has loads of money available since McNabb, Westbrook, Curtis, Howard, and Sheldon and Reggie Brown are no longer on the roster. We know Kolb is going to get a nice extension, but I don't think he's going to get megabucks considering his resume to date. Jackson's value on the other hand is already sky high, and is only going to get higher and higher the longer the team drags their feet.
So with an uncapped year ahead and just two years left on the current deal that is grossly underpaying him, wouldn't it make sense to extend the guy right now, give him the Larry Fitzgerald deal he wants (and will certainly get at some point) and pay out most of his guaranteed money while there is no cap ramification? Seems like a no brainer to me. But we all know our FO likes to do things the hard way. I don't know how greedy Rosenhaus is going to be on this one, but this guy is the best young receiver in the game, and probably on his way to best overall.
So to the Eagles, this guy is going to get his money one way or the other. Please do the wise thing and make the investment now while the auditors take the year off.