1. I would claim your South American one. Most foreign countries are not big fans of US pilots and you have a better shot that way. (My opinion)
2. I choose Captain for all my flight instructing and figured that they could figure out what a PA-28 was. I don’t think they really seem to care about the FE time.
3. I would enter the aircraft that most helps you most in the position your going after. I.E. If you have 2000 hours in a A330 and 500 on a 777 and your going for the A330 position use the 330.
4. I took it as total hours at the company.
5. I would list who you freelanced for or the company where the A/C was based.
6. You could try listing both like FAA/JAA.
7. Not sure.
8. Not sure.
9. The logbook need to be certified by your current company. Most likely your current Chief Pilot. Just needs the last page certified.
10. I think it will be quite awhile now.
Again these are all my own opinions and is what I did in some situations. It might not be right.