External mail, internal mail or both?

If just external mail you could create a group profile.  Give that persons 
external email address, bubba at xyz dot com, to the group and put him and 
the hr manager in the group.  They could still use their external address 
for sending mail.  You could probably just skip the group and give the hr 
manage two external addresses, one being bubba's.  I have a half of a 
dozen.  All outgoing email goes the same, but I have several incoming 
addresses to dekko.  If I get spam to my vendorA at dekko dot com account 
then I know that vendorA sold my address and I can delete it quickly.

For hardcore trapping you might need some sort of appliance.  Like if you 
have very sticky email rules, like a copy of all email goes somewhere 
where the user cannot ever delete it.

"The first thing we'll do is, we'll kill all the lawyers."

Rob Berendt

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