A1: He would chuck, he would, as much as he could, and chuck as much wood as a woodchuck would if a woodchuck could chuck wood.
A2: He'd cut a quarter conifer if you gave him a quarter for every cord he cut.
If you don't want to leave oil in your measuring cup, rinse it out a little with some of the mix you just made. 3 rinses with 1/10th the volume of the container is considered a "quantitative rinse" in chemistry.
Technically, you should withhold part of the straight gas you're going to mix and then use three volumes of that to rinse the oil out of the measuring cup, but even I'm not that anal. Besides, the more containers you use, the more gas will coat the sides of them, and the more gas will evaporate. And who has the time or inclination to screw with all that?