So the reading device can be put in unmaintained mode any time by the company who sells it. That sucks. Same goes for the corresponding software, although in this case I have more flexibility sometimes (i.e., I can install some open source software... but that's a hassle in itself). As per the actual digital book, don't get me started with DRM. One can pirate books, though, but then some people have ethical considerations.
I typically buy second-hand books. It's the best deal for me because I don't have the feeling to be super protective with them, and they are very cheap.