We have recently updated from Exchange 2010 to Exchange 2013. Auto-reply messages work internally, fail to outside addresses. This is true for all users, and whether set through OWA or PowerShell.
If I check
> Get-RemoteDomain | fl DomainName,*OOF*,*enabled* (as recommended in a recent thread), I get:
DomainName : *
AllowedOOFType : External
AutoReplyEnabled : True
AutoForwardEnabled : True
DeliveryReportEnabled : True
NDREnabled : False
MeetingForwardNotificationEnabled : False
TNEFEnabled :
TrustedMailOutboundEnabled : False
TrustedMailInboundEnabled : False
NDRDiagnosticInfoEnabled : True
In addition, when I search the Message Tracking log (using Get-MessageTrackingLog) for one of my messages, I get the following:
RunspaceId : 812ecd7c-4aa8-4856-8d5d-288f0e80784f
Timestamp : 12/16/2014 10:57:18 AM
ClientIp : [my ip]
ClientHostname : [my server]
ServerIp : 98.136.216.25
ServerHostname : mta6.am0.yahoodns.net
SourceContext : 08D1E7712A377076
ConnectorId : [my server] to Internet
Source : SMTP
EventId : FAIL
InternalMessageId : 833223655525
MessageId : <a16ca9125c8146f6934aa0fd943d3b5e@[my domain]>
Recipients : {[my test account]@yahoo.com}
RecipientStatus : {[{LRT=};{LED=550 Requested action not taken: mailbox
unavailable};{FQDN=};{IP=}]}
TotalBytes : 4011
RecipientCount : 1
RelatedRecipientAddress :
Reference :
MessageSubject : Automatic reply: Test3
Sender : test.user@[my domain]
ReturnPath : <>
Directionality : Originating
TenantId :
OriginalClientIp :
MessageInfo : 2014-12-16T18:56:41.100Z;SRV=[my server]:TOTAL=0;SRV=[my server]:TOTAL=36|QDE=36
MessageLatency :
MessageLatencyType : None
EventData : {[E2ELatency, 37], [ExternalSendLatency, 0],
[Microsoft.Exchange.Transport.MailRecipient.RequiredTlsAuthLevel,
Opportunistic], [DeliveryPriority, Normal]}
It's the same generic 550 from any external MTA that I've tried so far. Since I'm getting the response from (for example) mta6.am0.yahoodns.net, I think my auto reply is making it outbound past my firewall and actually getting rejected by yahoo (gmail, etc.).
I would appreciate any advice. Thanks.