I'm single, 43 years old and a US citizen.  I'm self-employed (I own and run a web site and I invest in the stock market) so I wouldn't be working in Thailand, at least not employed by any company there.

I've been coming to Thailand for a few years now and on my last vacation, I realized that any self-employed work I can do in the states, I can do on my laptop in Thailand.  So, on my last trip out, I decided to buy a condo and in a few months, it will be finished.  I'll sell my house in the US and make the move to the LOS.  

My question is about visas.  What's the best for me?  If I have to, I'm willing to do a visa run to Cambo or somewhere once a month, but I'm hoping I can work something out that would allow me to stay longer since that might get a little old after a while.  

Anyone have any ideas?

Doug

Get a multiple entry Non-Immigrant "B" visa from a visa friendly Thai consulate in US before travel to Thailand.

Search this forum for "multiple" and you get several threads that gives you an idea where to apply in the US.

Houston seems to be reasonable. That will keep you going for 12-15 months with visa runs every 90 days.

Be aware that you might be considered working illegally in Thailand with your setup, and you should seriously consider starting up a company and apply for a work permit.