@Luke *******
, that depends on the immigration office. In theory, possible.
You can definitely apply for cancellation and extension in advance at most immigration offices (means effective would be a later date). But at some immigration offices, they give you 'new' covid extension starting on the day of application, not 'add', while at some other immigration office may add a covid extension to your current one.
If they say your Covid extension starting the day of application, that means you NEED to cancel your extension based on employment on that day as effective date. Resulting in that you would work illegally until the last day if you don't stop working.