@Matt ******
Matt Doran you do not need to present a financial proof going into the "second" year of a Non-O/A visa
However if you plan to apply for the "1-year Extension of Stay" based on retirement near the end of your “second year”, you will need either a proof of 800.000.- THB in your bank account, seasoned for two months on the day of your application, or a bank statement that proves you have transferred from abroad a minimum of 65.000.- THB for 12 consecutive months, month for month.
And with the application to the 1-year Extension from out of a former Non-O/A visa, your foreign health insurance will not be accepted any more by Immigration. You will need a yearly Thai private health insurance, contracted with one of those Thai insurance companies that are listed on the "tgia-list of insurances"