You can be a good team without a good plan. You can be a good team and still have a certain problem with roster decay. This team is nowhere near as talented right now as it was in 2007, and the seeds of that decline started to show upo in 08 or 09. That didn't mean those rosters were bad, but they lost something each year from the prior year.
The culprit was player development. Quick quiz, who were the premium top level high performance players the Red Sox developed internally between 2008 and 2012? Well there's Jacoby Ellsbury, and... hmm... uhhh.... errr..... well gee I can't even think of one, outside of relief pitchers who always just come and go. Can anyone else?
And at the same time how many players did we have who either suffered attrition or just left under a cloud? Lester and Papelbon spring to mind quickly. Manny. Daisuke Matsuzaka of course. Lowell and Youkilis both virtually disappeared overnight because of health concerns. We cut bait at the right time on Jason Bay but did struggle to replace the production after he was gone -- I mean, Johnny Gomes, seriously?
Pitching and hitting had the same problem. We were losing older players at an ordinary rate for the most part. However, the Red Sox developmental machine hit a very large snag with a large number of promising prospects fizzling out either at high levels, like Ryan Lavarnway or Garin Cecchini, or at the major league level like Will Middlebrooks. Until we found success with Xander Bogaerts this team's farm was under a very long dry spell, 4 years is forever when it comes to player development, and at the same time free agency was drying up, forcing us to take bad or awkward contracts all over the place. It would have been a miracle if the team had not declined somewhat in that environment.
We seem to be coming out of it now, whether it was a run of bad luck or bad implementation or bad drafting strategy. We've got Bogaerts, Betts, Eddie, and 2 young promising catchers, and the team has done a better job at correctly evaluating the talent to go after, the epic fail that is Pablo Sandoval notwithstanding. So there's some good signs. But let's not pretend that the team was run brilliantly at any point since maybe 2008, because the evidence suggests otherwise.