you won't be doing any such thing
@Rob***
:/
Sadly for a lot of people, it is misuse of terminology that makes these visa questions come off the rails :O
Your extension based on retirement expired while you were out of the country, so you won't be "renewing" anything when you come back in. on a visa exempt entry. You will enter on a visa exempt entry, apply for a NEW 90 day non-O visa based on retirement and then when that runs down you'll apply for a NEW year extension again based on retirement.