plus he needs a rental contract, 2000.- THB application fee, and a proof that the 800,000 THB came from abroad. And he needs a minimum of 15 days left on his entry stamp in order to be able to apply for the "change of visa type" from a touristic entry to a 90-days Non-Imm-O Retirement Visa on Immigration inside Thailand
Es gibt keine "180-Tage Regel". Die Immigration hat alleinige Entscheidungsfreiheit. Ein 60 Tage Touristenvisum ändert NICHTS an der Tatsache dass er touristische Einreisen zu einem Langzeitaufenthalt missbrauchen will. DAS alleine zählt.
kann sogar auf einem 60-Tage Touristenvisum die Einreise verwehrt werden . . . . . There is no "180-day rule." Immigration has sole discretion. A 60-day tourist visa changes NOTHING about the fact that he intends to abuse touristic entries for a long-term stay. THAT alone counts. He can be denied entry even on a 60-day tourist visa.
the agency will check your passport stamp history, and THEY know if you have a chance of receiving a third 60 days visa-exempt entry or not. They know their connections at the border. They will not take you on their border bounce tour if they think that your chances are zero
why would you want to leave Thailand during these 90 days, before you haven't been issued the 1-year Extension? Is there any reason to exit Thailand while you wait for the 800,000 THB to season on the bank account? Just stay poolside and enjoy your stay
you don't need a re-entry permit for the 90-days Non-Imm-O visa. You only need a multi re-entry permit for the 1-year extended stay permit. Nothing different from the second year out of a Non-O/A visa for which you also would need a multi re-entry permit
you cannot get a 365-days multi entry Non-Imm-O Retirement visa any more, since October 2023. By the e-visa system of Thai embassies and consulates, you can only get the 90-days single entry Non-Imm-O retirement visa class. . . . . . . . . . you will need to apply for the 1-year Extension of Temporary Stay based on retirement, and only for this one year stay permit you can buy a multi re-entry permit
can't really say it with certainty if you can repeat this mode by doing visa-exempt entries. It depends on the mood and discretion of the Immigration officer at the borders, how he will interpret your stamp history. I reckon the safest way would be a start out with a 90-days Non-Imm-O visa, park 800,000 THB on a Thai bank account, get the "1-year Extended Stay Permit based on retirement" and buy a 3800.- Baht multi re-entry permit for it. With this "retirement extension" you are completely free of headache to exit and re-enter Thailand at any given date during the 1-year stay permit. And you can re-apply for the Extension every year. I am doing this for the recent 17 years and it hasn't ever been easier than that