Hi @DisabledLivesMatter ,
Yes, O365 journal rules will be applicated to O365 mailboxes.
You could try using Get-MessageTrace to trace the messages pass through the cloud-based organization, it will also record the messages sent to journal mailbox
I use the command like below and get the message trace result:
Get-MessageTrace -StartDate xx/xx/xxxx -EndDate xx/xx/xxxx | Where {$_.Subject -match "subject"}
For more information about the usage: Where-Object
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