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Happy paying customer here. A good bookmark manager is an invaluable tool; I use it in conjunction with my personal wiki as a KB tool.
Does Raindrop work offline yet? Can you read a previously-downloaded article, add highlights and annotations, then file it away – without Internet?
No, I don't think that's possible.
Looks to also be OSS

https://github.com/raindropio

Sadly it looks like only the clients, and not the server, are open source. I’m a happy paying customer but would love a self-hosting option!
Perhaps it's possible to create open source implementation of the server side? I remember someone did something similar with Obsidian Sync
Tangentially related: I'm in search of a lightweight self-hosted URL shortener. Tried shlink[0] but man it's a bit of a bear, requiring 5 (yes, five) separate Docker containers. Also tried kutt[1] but it appears to be abandoned.

[0] https://github.com/shlinkio/shlink

[1] https://github.com/thedevs-network/kutt