App Store Small Business Program Developer
developer.apple.com
developer.apple.com
It doesn't mention the need to re-apply anywhere
> if I miss the window to apply, I will continue to have to pay 30% for the remainder of the year
The only deadline for application is if you want this to apply to you starting from the very first day of the program - January 1, 2021. If you miss this initial deadline, "your proceeds will be adjusted fifteen (15) days after the end of the fiscal calendar month in which your enrollment is approved. For example, if your enrollment is approved on February 10, 2021, your proceeds are adjusted starting March 14, 2021"
> Why can’t they just automatically apply it to all eligible developers?
Yeah, not just enrolling everyone automatically seems stingy. I guess they're really worried about manually checking that single organization don't use separate accounts to get around the $1m limit.