Just curious seeing as you have a year extension of stay based on retirement why you wouldn't stay here on that stamp until it runs down and then get the DTV?
Don't quite know what to tell you, even AI got it right when I asked when the 100K USD mandatory insurance took effect for OA visas
The requirement for the Thai Non-Immigrant "O-A" Visa to include $100,000 (approximately 3 million Baht) in health insurance coverage, specifically including COVID-19 treatment, officially began on October 1, 2021. While the change was confirmed by the Thai government in June 2021, and announced for implementation around that time, the implementation date for the new, higher coverage was set for October 1, 2021.
Most all consulates the world over require that 100K USD mandatory insurance many of them require it through a Thai carrier because foreign carriers will not sign the foreign insurance certificate