Certainly. Although, in my experience, you can usually keep older software running for quite a while. Maybe you even use a VM.

The compatibility with my OS is my problem, not Adobe's. At a certain point I'll need to buy another copy, but Creative Suite 2 runs just fine on Windows 10 ("the last version of Windows"), so that date is likely far in the future.

Yeah, this doesn't take into account the fact that you can activate you subscription only on the months that you actually use it. This is super-easy on iOS, buy YMMV on other platforms and payment methods.

I don’t want the mental overhead of this. Not to mention the dark patterns for cancellation that are prominent outside the iOS subscription ecosystem.