One last question.... Will marrying my Thai GF of 3 years, with whom I have kids, make it easier to get non-O?

Also, we are using HK for the formation of Thai company this time. They are extraordinarily efficient and it's always fun to kill a day or three there!

It also is key to have the necessary funds on deposit in a Thai bank. I use Bangkok Bank, as they have a commercial banking branch in NYC, making wire transfers and linked accounts from my American business a breeze.

JD... actually it's not a "nickname" at all. As per Thai Immigration (1st Paragraph only, but they call it that at immigration now):

Thai Retirement Visa

Thailand has over the years become a hot spot in Asia for retirement as the cost of living is low, crime levels are far lower than Europe or Spain and the weather is great most days of the year. Many people see Thailand as an excellent place for retirement. The Kingdom of Thailand has about 76 provinces which offer different attractions, cultures and experiences. It is for these reasons that many foreigners are drawn to retire in this country every year.

The application process for retirement visa in Thailand is pretty straightforward. Over the years, however, this has become a rather confusing subject to many due to the inconsistency in the immigration processes. Not only are the processes varying in the Thai Embassies and Consulates around the world but also with some rules in different immigration offices all across Thailand.

Cheers, man. You confirm what I have heard. Work permit paperwork ready to go. Also, I will be the part owner of the (already extant) business.

10 years coming with METV. Never once had a return booked.

I come with the Multiple Entry, and have never ONCE had a return flight booked when I arrived.