23 May is a long while from now. If the borders open until then, you will be able to do a border run giving you 30 days exempt entry, which can be extended again. Or being able to apply for a new Non-Imm-O based on having a Thai Child on an Embassy or consulate in a neighbouring country. If borders remain closed, you will be able to collect 30 day Covid19 emergency extension with the Embassy letter, on Immigration
he got an Extension of Stay Permit on 31 January until April 25, 2021 next year. But if he left Thailand without a re-entry permit, the EOS became invalid (it tells him in the text underneath the "retirement" stamp)
if your 90-day report did not get actualized & re-arranged on the day when you applied - check the date written onto the slip of paper inside your passport - then your 90 days started on the day of your most recent entry into Thailand