What you could do is enter Thailand after July, transfer all the 5 year living expenses into your Thai bank account by the end of December of that year. You would not be tax resident so all those remittances would be tax free. Then the following years when you would be tax resident you are making no remittances as the money is already safely deposited in your Thai bank account.

@John *********

agree, the actual answer is it depends on the specific circumstances. Maybe yes, maybe no.

@Ian *********

that statement is incorrect

@Expat *********

you cannot make that determination

@Sean ******

you cannot make that determination

Anonymous participant are you tax resident when you remit the funds, are the funds assessable income, does your DTA exempt the remittance, what is the source of your remittance?

You have given no details to enable an accurate answer. So the only answer is it depends…..

@Ti *****

nope, only one extension per entry then you have to leave.

@Jeremy ****

as I stated IF you are going to interact with Immigration during your stay you will be required to complete a TM30 and do your 90 reports or face being fined. You can ignore both and just bounce in and out every 180 days without any consequences IF you have no interaction with Immigration during your stay. Departing the country Immigration have no interest in TM30s 90 reports or your tax filing status….

Can be done on visa exempt entries, no visa required.