Exchange 2003 - Outlook 2010 - OOF forward rule to internal address not working

I have a distribution group called enquiries which is mail enabled.
There is one user member of this group.

The user was out of the office and setup a rule to forward all emails sent to the distribution group to her supervisor.

However, this hasn't worked.
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The_KirschiConnect With a Mentor Commented:
Hi, I browsed the web a little bit and found that that indeed seems to be an issue with OOF and forwarding from distribution groups. Although I found this one - - most say that it does not work and you must instead activate a "normal" rule under "Rules & Alerts" to forward mail from distribution group during OOF. At least it would be a workaround.
Can you be a little more specific on how exactly the forwarding/OOF was configured?
antoniokingAuthor Commented:
OOF was set in Outlook 2010.
Forwarding was also set under the OOF options.
Did you verify that the rule in the Automatic Reply Rules windows was actually checked? Maybe the rule was there but unchecked (see screenshot attached). Do you know whether the OOF message was sent at all and "Send automatic replies" option was actually selected? Another possiblity could be that the forwarding did work but mails went into a subfolder or junk mail folder of the supervisor. How did you check that the forwarding did not work? Did you check message tracking?
antoniokingAuthor Commented:

Recipients receive the oof message and the rule is definately checked.
I checked it didn't work, by emailing the user and checking whether the supervisor received it.
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