How "structured" a shoulder has no direct relation to how it "looks" specifically on a static jacket. A heavily padded/shoulder can look "natural" or square...when the man isn't moving.
A completely unstructured, upadded shoulder can also look "natural" or square...based on, guess what? what the actual shoulder underneath is.
A man with a healthy, natural drop, with even and slightly sloped shoulders, can wear pretty much anything. A man who is a beanpole (or a pineapple) can be tailored to look approximately the same when completely still. The minute that heavily augmented man moves, however, and goes about the business of the day, those shoulders will look like ping pong tables on either side of his neck, rocking to and fro, queasily independent of his body.
The subterfuge, then, is up. It is obvious to the world that you have no game: instead, you have padding, like a padded bra or pants with the ass foam inserts (cue Barry Manilow reference.)
A particularly humorous account of this phenomena is given unconsciously by Reevolving in his sports bar thread, in which he regales us on the reaction of a woman when he puts his elbows up on the back of a bar stool.
Am I biased and exaggerating? Of course. I do so to make my point clear.
Now, getting back to Spoo for a second, many of you seemed to have daydreamed up a concept of his physique which contradicts his own description of his height and weight. He is slim, even skinny. He is not at an athletic weight (strong like LA Guy), although being slim is great for the sport of wearing tailored clothes. Many of his jackets swim at the shoulders, are constricted in the chest, and are too tight at the waist. The human torso is not naturally a round cylinder; so too with Spoo. He's well-shouldered, thin waisted, but also somewhat wide-hipped (bones, not the 5cm pizza problem.) That is what you are seeing revealed in the jacket from yesterday.
If you square out his shoulders to balance the hips, you have succeeded in one dimension and in a static pose. Your success, however, compromises everything else. If you bring in the middle at the side seams to exaggerate this effect further, then the jacket will not be (or will be less often) fluid on the torso when buttoned. It will "stick" like a lifesaver around your belly.
Instead, if you take the basic form of yesterday's jacket, widen the lapels toward the notch, lower the gorge, shorten the jacket, and cut open the fronts more, you would probably accomplish everything needed to balance shoulders-to-hips while still retaining the fluidity of the jacket. You've all seen this kind of cut before because it is all over the Internet in the form of the Liverano stuff that Cho and Crew carry (or facilliate when it is bespoke) and from several other makers like NSM, etc.
As for your last point about purposefully misfitting things to make it more "interesting," I really have no reaction to that point of view since it implies nothing can be wrong or right. If that really really is the belief system that has captured this thread and the Mens Clothing forum in general, then no wonder some of us feel alienated from it.
Thank you very much for this valuable information. It will help for sure!