A lot of this thread was prompted by the Drew signing, although I feel similarly with the outfield. Yes, the organization clearly has a plan, and also is not so rigid as to stick to it blindly. And they executed it properly, IMO, as far as the left side of the infield.
The starting options on the left side of the infield were essentially Bogaerts (unknown how effective he'll be), Middlebrooks (same), and Drew (1-year or the 3-year deal he wanted). In all options, if Drew is signed he's going to have to start. You might slightly reorder one or two, but I think there would be pretty good consensus that we should rank the options from best to worst as approximately:
- Effective Bogaerts + 2012 Middlebrooks
- Effective Bogaerts + 1-year Drew
- Effective Bogaerts + 2013 Middlebrooks (with good minor league options to replace later on in the year)
- Ineffective Bogaerts + 2012 Middlebrooks (the evaluation on Bogaerts shouldn't change after 2 months any more than it did with Pedroia, so he gets a long leash)
- Ineffective Bogaerts + 1-year Drew
- Ineffective Bogaerts + 3-year Drew
- Effective Bogaerts + 3-year Drew (blocks Bogaerts at SS and as a result also blocks Cecchini, so a bad mistake)
- Ineffective Bogaerts + 2013 Middlebrooks
- Options without Bogaerts
[Note that because of the reasoning behind this ordered list, a long-term deal to a 3B option is just as bad as one at SS -- you have prospects pushing Middlebrooks, so you want to see whether Middlebrooks is the answer but otherwise not block the guys coming through the system. And there weren't good 3B options available on 1-year deals either, while the QO meant that Drew was strictly superior. So, I'm not considering 3B replacements in our logic tree.]
OK, so given this, how should we approach things? It depends heavily on your evaluation of Middlebrooks, of course, but the consensus on SoSH was that both 2012 Middlebrooks and 2013 Middlebrooks were plausible outcomes, as well as something in between. Given that, Drew on a 1-year deal is probably about equivalent to your expectation from Middlebrooks.
So, at the time of the offseason the clear ranking is:
1) Middlebrooks + draft pick
2a) Drew (QO)
2b) Middlebrooks (no draft pick)
3) Drew (3-year deal)
So, the first move is clearly to extend a QO to Drew, which locks in either your first or joint second choice. If he accepts, it's even an extra hedge against the possibility that what we end up with is an injured Bogaerts.
If Drew won't accept a 1-year deal (and he didn't), the next best option is to find out whether you have 2012 or 2013 Middlebrooks, because on expectation that comes out about equivalently to Drew, and we might well get the draft pick.
So, now let's forward to mid-May. Drew has not signed, and it's clear that you will no longer get a draft pick for him. Thus, Drew on a 1-year deal is about equivalent to Middlebrooks on expectation. So, your preference is:
1) 2012 Middlebrooks
2) Drew (1-year deal)
3) 2013 Middlebrooks
4) Drew (3-year deal)
And, while we have limited data on Middlebrooks, that limited data should bias your thinking towards expecting that 2013 Middlebrooks is more likely than 2012 Middlebrooks for the remainder of this season. Thus, if we simply follow the same plan and philosophy that we've been following all along, it now makes sense to see whether Drew will take a 1-year deal. And yes, he will!
The point here is that you're allowed to change a decision with new information without that meaning that you changed either plan or philosophy. The great thing about the QO was that it allowed us to find out more about Middlebrooks -- we might have gotten a draft pick, which would have been a great outcome, and instead what we got was a unique option to buy Drew on a 1-year deal in May, which also turns out to be a positive option for the club.
If you make a similar preference list for the outfield, I suspect you'll see that the organization is doing very similar things. As it turns out, our outfielders are all hitting the bottom end of their expected ranges through two months. Maybe that's bad scouting, or maybe that's bad luck. We'll know a bit more about that as we get more data, and as we find out whether Bradley really isn't ready to be a major league hitter anytime soon or whether the scouts were right and he ends up being our CF for the next 7 seasons. But, it seems to me that keeping many options and being willing to defer decisions until there is more information is entirely in keeping with the organizational philosophy, and is of the same mind as "deep depth". And that both are being executed well, despite the bad start to 2014.