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If users cannot do anything because all encryption keys are lost, then they need to know that and also how to avoid the situation in the future.
I think it's not a bug. It's simply no one online who can share a decryption key.
its often a bug, because the clients who have the keys don't know they should retry sending.
but also it's all been fixed a year ago as I know. I don't usually use dm rooms and public ones are not encrypted, so I wouldn't know if I didn't read about it.
Matrix encryption keys don't need other people online - they get queued up as messages for each device you have.
https://matrix.org/docs/matrix-concepts/end-to-end-encryption/
That page seemed outdated, but: From further down that page:
This is the same situation where the key backup is accessible - which is not described on that page, but it's a key store of all the megolm keys. This is what is now generally used instead of that as it doesn't require devices to be online and allows recovering keys if all devices are lost.