@Dennis *********
For the cost of doing the border bounces on the Multiple Entry Non-O based on marriage, I think $1K USD is extremely high estimate. At almost all borders you do not have to stay the night. Of course, I don't know where you're at, and this is a rough estimate for my yearly costs using the Kanchanburi/ Htee Kee border.
1. It's $200 (or thereabouts) for the Multiple Entry Non-O visa.
2. For doing the border bounces, at Kanchanburi, Thailand/ Htee Kee, Myanmar border it's 960THB ($30 USD, for rounding). If you want to do it in a single day, the bus from Bangkok to Kanchanburi is 100THB (or $3), and the bus from Kanchanburi to the border is 80THB (or $2.50). So total you're looking at about $50, including food and things at the duty free shack.
2. You'll do this border bounce four times. The visa is valid for a year, and you have to leave Thailand every 90 days. So that'll be about $200 for the border bounces.
3. After your final stamp, you can apply for a 60 day extension of stay for visiting family (again, no proof of finances needed). That's 1,900THB, or about $60 USD.
Other borders have different costs. For example, I know the Malaysian border have free visa on arrival for Americans, and the Laos border costs $35 USD. Of course, if you want to make a weekend/ small holiday of it, the sky's the limit on the budget.