I don't think it's hard. If the software uses an online account, it should clearly say so before buying. Not just Windows, games often do this too, for example I just bought Bloons TD 6, and discovered that it didn't sync my progress over Steam cloud. Turns out I have to register, in order to be able to sync progress. Would have been nice to know beforehand.

Regarding the options I'm sure you have seen many cookie prompts. Often the Accept all is inviting, and the Reject all is smaller text, or outright hidden or unavailable. But there are cookie prompts that just have uniform buttons for Accept all, Reject all. Simple.

Now, I realize that no matter how I phrase this, it can (and would) be abused. I'm not clever enough to avoid that. But as I look at history, humans don't play nice just because. Many of the nice things that we have now all stand on regulation, which previous, bad behavior prompted. For a little example, the common charger for phones. If phone companies can be regulated into one charger standard, I'm sure we could also make software options look and behave equal.