The heart of the question was, when you are paralleling conductors, how do you size your OCPD (trying to figure out the EGC, which you need the OCPD for)? Do you size it based on the equivalent ampacity of the parallel conductors (ampacity of the single conductor times the number of conductors) or find the equivalent size conductor and look up the ampacity in 310.16. The answer was use the first method, which makes sense because you won't always have an equivalent single conductor, like if you parallel two 600 kcmils, you get 1200 kcmil, which is not a wire size in 310.16.
Would any of these scenarios change this? I'm not talking about derating, I understand how that works (more than 3 conductors, temperature, etc). I didn't think these factors changed the answer, thus I tried to keep it simple by not adding "copper, 1 conductor at ambient temp, etc..."