I have now been to Thailand 15 times in just over 13 years. Two of those times were O retirement visas from the Thai Embassy Canberra in Australia, all in order. The other 13 times on a Tourist visa or recently on visa exempt twice. Although I have had a return ticket to Australia each time I have never been asked if it is so on all my trips to Thailand. Even when I have indicated this to the Immigration person they have indicated they did not want to know.
There are better options available if you are over 50 y/o, Like an O retirement visa from your Thai Embassy from your own country, it is multi-entry. The 1st years of that visa once granted you can come and go as often as you like in Thailand. At the end of that year, you can arrive in Thailand just before 12 months and get an extension for 12 months. Then you will be no longer able to renew that extension, you can not get an extension on an extension.
You will need a police report from your state PD and a medical showing you have no social disease. And about US 200 and prove you have Bt800.000 in a US bank about $25,000. Only original Bank statements are accepted. All you need is documents signed on every page by a JP and 2 extra full sets of photocopies. It sounds tough but once done 2nd time OK. I know, bean there, done that? This way the Bt800,000 or about US 25,000 is still in your bank account, there are no conditions on what you now do with that money once the visa is granted, spend it, it's yours.
Most travel travel or health insurance worldwide have anywhere between 70 and 90 pages of fine print conditions, they are nearly all the same. When you take out a policy you do not have to state what your health conditions are, the insurance companies will accept the risk SUBJECT THE CONDITIONS IN THE FINE PRINT. When it comes to making a claim, the accident part of your policy will be likely paid but the medical part now will often reveal if your illness is pre-existing when you get treatment. I do not know of any health insurance company world wide that will include any pre-existing coverage for a client with any serious health conditions. I was in the business some years ago selling the stuff for a large Australian insurance company and processing claims. Those who did or do have complete indemnity and unconditional cover have likely gone broke.
This is highly illegal in Thailand but usually pays off. Risk being banned from Thailand if corruption is used??? Risk it if you like. Why not apply for your O retirement visa in your home country e.g. Thai Embassy in Canberra. Once you qualify there is no restriction upon receiving your visa you can then do what you like with the Bt800,000 that's in your Australian bank when you do get to Thailand and it can be good for 2 years. It will be a multi-entry entry Thai retirement visa visa. You need a medical, a police report and an original statement from your bank showing you have the Bt 800,000 in the bank, not photocopies only original bank statements also an application form all signed by a JP and about Aus $300 at the Thai Embassy. Canberra. It took me one week from Perth Australia 2 times. Look up the Thai Embassy website. It's available from most countries Embassy.
What you have not said is "Learn to cook Thai food" 90% of Thai food is cooked in a single wok with 100 different sauces available at Lotus Shopping Mall. It will cost you
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rd of a restaurant bill or less. You will be able to eat out as often as you please but learn to cook Thai, it will save you lots of money, contrary to popular belief. Cook yourself e.g. 2 eggs on toast Bt20, at a restaurant, Bt100 takes 5 minutes to cook. Sweet and sour pork or chicken on rice Bt40, a restaurant Bt200. Just put it in a cooker stir it around for
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mins, make sure the meat is in for 10 mins first put the sauce in, and all done. Coffee satchel from
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Bt6, Home-cooked sweet and sour Bt45. all told Bt200 at a restaurant. 21 meals a week including a few restaurant dinners