This looks like a 2nd or 3rd generation Brewster's Warbler, a hybrid between Golden and Blue-winged warblers. A first generation Brewsters would have a lot more white than this.
Not sure, maybe listen to Hermit Thrush again? The way I describe their call to other people is literally "like a wood thrush but without the 'bzzz' at the end"
I'm kinda divided on the Scaup, but I think I agree with Lesser. As for the shorebird, unless it's a Greenshank (), I'd be pretty confident with one of the Yellowlegs, and I'd lean Greater for sure on it.
I'm actually thinking Black-chinned on this one. Costa's is similar, but the bill wouldn't be quite as long, and the gorget would be more split into prongs.