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If you invite a user to an E2E chat, you have no way of being told when its device list changes as it is not yet participating in the room. As a result, any added devices won't be encrypted for. Options to fix this include:
Have invited users participate in the room DAG. This poses a security issue however given you can obligate any user to unilaterally participate in a room DAG.
This seems to be more of a protocol issue than a Synapse issue: the protocol simply doesn't specify a way for federated servers to be kept up to date with device-list changes for invited users.
This issue has been migrated from #3504.
If you invite a user to an E2E chat, you have no way of being told when its device list changes as it is not yet participating in the room. As a result, any added devices won't be encrypted for. Options to fix this include:
Related to matrix-org/synapse#3503.
This has been split out from element-hq/element-web#2713 (comment).
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