So.
Lodged my application today in Sydney for Non Immigrant O A multiple entry.
Was not asked for the health insurance and was assured will not be asked for it at entry point though i will need it fir any extensions in Thailand after 31/10/2019.
I’ll report back when i pick up the passport and Visa on Friday.
TLDR : Answer Summary
A user recently lodged an application for a Non-Immigrant O-A visa in Sydney and reported that they were not required to present health insurance at the time of application. Comments from the community suggest that while proof of health insurance is currently not needed for entry, it will be mandatory for visa extensions after October 31, 2019. There is speculation regarding the requirement for a Thai health insurance policy for O-A visa holders who obtained their visa before this date. Several users highlight the ongoing confusion about health insurance requirements and advise having proof of foreign insurance ready when entering Thailand.