1. Is a Western Wood Pewee. As others noted, the overall gray color, lack of eye ring, and very long primary projection are signs that it is a Contopus sp. The all black bill is a significant factor for discounting Greater Pewee, and the bill is not large enough, and the wing bars are too pronounced for Olive-sided Flycatcher.
2. Is definitely Myiarchus sp. In my opinion it’s probably an Ash-throated Flycatcher > Dusky-capped because of the rufous primary shafts, white fringed covert feathers and relatively short looking bill. Perhaps most notably, the outter retrix (tail) feather in the extra photo you provided has a brown rounded off tip that sections off the subterminal orange. This is consistent with one of the better field marks for Ash-throated Flycatcher that is highlighted in my attached photo, screen-shotted from the Sibley field guide app. I think that most of the time adult Dusky-capped will have relatively drab primary shafts, lack boldly white fringed coverts, and have a bill that is noticeably longer, but it is hard to figure out how consistent these patterns are.
In review of the Macaulay Library links below, you will find a mixture of examples of Dusky-capped Flycatchers showing different appearances, presenting a very confusing complex. Many of them do not look like they have a long bill, and have extra rufous coloring on the flight feathers, in direct challenge to my assertions. I think it is very likely that many of these photos in Macaulay Library are misidentified, but of course I don't always know for sure what I am looking at either. A good approach to figuring it out, in my opinion, is to scroll through the photos in the database and look for examples where the best field marks are clearly visible, not obscured at all, and disregard the other non ideal photos where it is more likely that the observer is guessing at the ID. Look for the best photos that show bill length, and flight feather plumage, exactly like your second photo, and look to see if there are any consistencies or not. Taking this filtered approach, I think that you get a lot of examples of Dusky-capped that are pretty easy to immediately notice the long bill and the relative drabness/monochromatic color scheme of the flight feathers. It is not 100% consistent, and there is inherently a lot of ambiguity to identifying Myiarchus sp. which is why you have yet to get a straight forward answer.
Links:
Dusky-capped
Ash-throated