We are using a DAG cluster with Exchange 2013 functional level, with 365 hybrid deployment, all mailboxes are currently on premises.
Mail flow wise we are also using Code 2 to effect address rewrites on the sender field (from user to department SMTP address).
We are using some mailflow rules to add headers & values, to specific mail items, which we then want to use for Outlook rules in order to be able to file them to specific folders which have different retention policies.
Let's say a mail item qualifies for more than one rules: A & B.
I can see in Message Tracking Logs that there is an AGENTINFO event that shows that the mail - item was processed by both header-type rules. However when the mail item is received it only has the header applied by the rule with the highest priority (lowest priority value).
I am attaching a picture of the rule and the AGENTINFO event:
Thanks a lot!