I'm with you, Thomas, and I think I understand what you were trying to convey here - before you got sidetracked, I think.
The original question (or issue), as I see it, is difference between obsessing about technicalities and taking photos... (which is, perhaps, a rather simplistic take on the issue, since those are not mutually exclusive - on the contrary...).
I've been having some discussions of similar kind lately, with some other photographer friends: we've all been taught that the "technically correct" B&W photo needs to have the full tonal (gray) scale.
Even today, the "old school" guys, when taking a look at a B&W photo, will usually say: "Bah, it's technically incompetent, it doesn't have the full tonal scale from black to white!" - to which I say: bollocks! (pardon my French).
What about "high key" and "low key" photos? I mean, the issue is similar to what you are trying to say, I think: (over)obsessing with technical aspect usually results in boring photos
Wasn't it St. Ansel himself who said (quoting from memory here): "There is nothing worse than a sharp image of a fuzzy concept"?
For such "old school" guys, a perfectly mundane photo of a horrible cliché is an example of "how it's done", as long as it has a full tonal scale

(Meaning that any "technically perfect" photograph is "worthy of admiration" due only to its technical perfection.)
Anyway, my quick take: you need a good working knowledge of your materials and technique. You need to know your film, your camera and your paper (and chemicals), so that you know in advance what kind of result you will get. So, the familiarity with the technicalities will actually free you from worrying, and liberate you to actually concentrate on the "art", if you will.
You can't be free to actually see and photograph if you are unsure of the final result (i.e. "Was the exposure proper for this light? Did I point the light meter in the right direction? Will those shadows show as pure black, or will there be detail in there? Will those highlights be totally blown?").
On the other hand, does it really matter that some of Frank's photos are rather fuzzy/blurry? Some are obviously under/overexposed/whatever...
Don't get me wrong: I'm not anti-Ansel or pro-Frank. I'm not taking sides in this false dichotomy: I'm just sayin...
Sometimes a powerful photo cuts through the technical BS... "Sloppy technique" or not...
I've often heard that about Sally Mann, for example. "Sloppy" is an adjective often used for her work by some other photographers. Her work still moves me a lot more than Ansel's, if I may be allowed to say...
So there... My 2 cents' worth...