One user enabled his OOF but Exchange refused to send oof messages. Tested another mailbox – worked fine. I tried to check using Get-MailboxAutoReplyConfiguration and all seemed correct. Also checked that ExternalOOFOptions was enabled on his mailbox Get-Mailbox ALIAS | fl exter*  – result : ” ExternalOofOptions        : External”. Logged on to his mailbox using OWA checked that OOF was enabled and looked correct.

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