So it seems you have a problem in two domains (organizational development + SI internals) and different domain experts in both domains (outside domain experts + Eliezer/Louie), and need some way of cross-linking the two groups' expertise to get a coherent recommendation, and the brute-force solutions (e.g. get them all in a room together, or bring one group up to speed on the other's domain) are too expensive to be worth it. (Well, assuming the obstacle isn't that the details need to be kept secret, but simply that expecting an outsider to come up to speed on all of SI's local potentially relevant trivia simply isn't practical.)

Yes?

Yeah, that can be a problem.

In that position, for serious questions I would probably ask E/L for their recommendations and a list of the most relevant details that informed that decision, then go to outside experts with a summary of the competing recommendations and an expanded version of that list and ask for their input. If there's convergence, great. If there's divergence, iterate.

This is still a expensive approach, though, so I can see where a cheaper approximation for less important questions is worth having.