It feels like it's the other way around to me here. I mean, old guys at a bar can debate a reported proposal like Price for Madrigal and Vaughn, and then have another beer, and when someone mentions throwing in Benintendi, can't you just hear the animus? "A starting pitcher and a starting outfielder for two prospects who have yet to make the majors?!?!" Replies may or may not include calculations, but there can still be rational arguments for and against. Just like there is in MLB front offices.
All I'm ever saying -- based on what I read from the guys who do this for a living -- is it's not always quantifiable. Salary and years of control are hard data, but potential and/or projections are just conjecture (and yes, the latter pertains to vets, too, but at least they have established big league records).
Would the Red Sox make that deal? Yes, to unload Price and get under the magic number, plus to beef up the farm. Would the White Sox make that deal? Not unless they thought they could win this year, which isn't happening. Is Bloom crazy to ask for that deal? Nope, not as a starting point in conversations (he probably hopes he can get just one of those guys for Price, but may have to settle for a game-used jersey from Yolmer Sanchez).