Mwilding, that's a little excessive if the guy is trying to save money. (which I assume he is from the post)
Assuming the ceilings don't need to be painted - all he really needs is paint, a tray, a roller, and some kind of edging tool. I actually prefer the $5 red plastic things with little wheels on them as an edging device.
That's really all you *have* to have to paint anything. Drop clothes can be replaced with leftover newspaper, he may or may not have any trim to paint (or may not want to paint it a different color), you don't need an extention pole if you have a chair handy to stand on, and filling holes is a seperate project imo. Also don't think he needs to go high-buck on the roller unless the walls have an unusual finish/texture - if he's going to do all the painting at once, he can get the cheap tray/roller combo for like $8 and then get one extra roller pad for the 2nd coat.