@Regine ***********
Oh... You only bought three months of insurance. Yes buy another policy effective when you arrive into Thailand. If you buy one year policy you will be stamped in for one full year... Arrive on or before Feb 1, 2022.
If you only get three months of insurance again...you will only be stamped in for three months.
... With no opportunity to extend the stay in Thailand again. Best to get one year insurance.
And will need a reentry permit to use during the second year of your OA. Single or multiple reentry.