I wrote a blog post about how I manage home media, and make backups of (most of) it: movies, TV, music, books, audiobooks, that sort of thing. Some sections could probably be more fleshed out, but I’m curious if you might find this useful: https://stationinthemetro.com/2023/08/03/managing-home-media
Managing Home Media

As companies start to decide that sometimes it is better for them to remove access to media that you have “purchased” — I thought it would be good to share how I manage my media at home. This is a …

Station in the Metro

@swizzlevixen Thanks for this! I've been trying to learn more about Plex servers and this info is especially helpful.

With books, I've never gotten the DeDRM tool to work inside Calibre, and so I actually use an old MacBook Air with a super outdated copy of Calibre and the Kindle app to do that. Additionally I'm not able to get anything published after 2021 or so (the transition seems to have happened sometime in 2022) unlocked via DeDRM. I've been watching the MobileRead forums for an update.

@hollie hmmm I did my most recent kindle conversions within the last year. I think there was a split and the original DeDRM developer stopped updating it, and someone else forked it and took over. Have you tried with the newer plugin? When I get home I can look and confirm which one I used.
@swizzlevixen I don't think I have tried the new one, I'll do that this coming week! It'd sure be nice to retire the outdated machine and start using a current edition of Calibre.