I do lots of Exxon shops. There are so many of them in my area, and they are highly bonused right now, so I grab all that I can and also take advantage of the extra $7 for doing them in the evening. It took awhile to get the hang of it, so stick it out and you'll get your own rhythm. My average time at the station is 20 minutes now and I don't take jobs that have more than 8 fuel pumps.
Q1: I haven't had any objections for the photograph as it is taken from the neck down. I let them know that they are only looking at the uniform, not you.
Q2: I just got my speedpass and used it for the first time last night. It wouldn't work, but the station had one. It takes just over a week to get one once you order it. I have had stations that say they don't have one, so don't count on that. I was lucky enough to observe customers using one while I was there too. This requirement only started January 1st I believe.
Q3: The photo requirement is 640x480, so when you resize, just crop the pic so it's showing the pump, everything else goes away. The photos were a real pain in the butt when I first started, but I now have them uploaded and ready to go into the report fairly quickly now.
Q4: There are probably better programs to use, but I'm using MS Paint for my photos only because I can move quickly. Adobe is okay, but has more steps. I'm sure you'll get feedback on other apps or programs to use.
Good Luck!