I think this isn't as complicated as you're making it out to be. If I take a digital copy and then create it in the cloud, that's not me. We could create 3 digital copies all at once. Clearly, those aren't all me. I'm not a gestalt, those are three individual entities who are having different, even if similar, experiences.
Same with a clone of me. Not me. Similar, sure, but not me. How do I know that? Because the real me could stand beside it.
Me with brain damage? After some brain cell replacement? I'm changed as a person, sure, but there's a difference between change and duplicating. It's seem like you're saying that the answer to the Ship of Theseus is "yes" in every scenario, and I don't follow that.
And this is all immaterial - like I said, the me I really care about is going to one day be rotting in the ground, and that's the only real continuity of consciousnesses I care about. The digital copy may be thankful for being alive, and it may very well think of itself as me, it only makes sense being based upon the same experiences, but they aren't the same thing.