yes, it seems a bit confusing at first, but if you get the non o in your home country first, everything in Thailand is very easy really. I have extended 3 times now and it has taken me on average about 40 minutes each time at immigration, plus a few minutes at the bank each time. Just be organised, get a folder together to hold copies of your documents and you can do it easily each year. Good luck and enjoy your life in Thailand.
this is one of the more 'bizarre' requirements IMO. I usually go armed with a Google map print and a hand drawn version. They always use my crappy hand drawn map. I presume they think if it's hand drawn you are more likely to live there?
You can always print the map from Google and then trace it roughly onto another piece of paper and add in a few local landmarks yourself.
no. In the 90 days you get your act together and apply for an extension of stay based on retirement for 12 months. It's not a visa, just an extension that allows you to stay in the kingdom for 12 months. This extension of stay can be repeated every 12 months.