I am not sure how to figure this out.

Lengthy explanation:

Internally in our Exchange server, that address is a distribution group whose 
only member is the actual <list-name>@lists.pharmacy.arizona.edu, because the 
Mailman server is not our mail server. (we have a mildly complicated setup: 
hybrid OnPrem and O365 exchange + Barracuda spam appliance in front of all of 
it, which is our actual SMTP server.  

Outgoing email from the list server bypasses Exchange and is sent directly to 
the Barracuda SMTP server.

For two users and ONLY these two users, somewhere between them and mailman and 
back, the Mailman list is being expanded to put all the members of the list on 
the CC line. It then gets held for approval with a ’too many addresses’ message.

I have watched them send an email to the affected list; the list address is NOT 
in their local address cache, and they are NOT entering any other addresses in 
the email other than the list address. The only address that appears on the 
email in their Sent folder is the list address.

Other users in our organization can send to these same lists without this 
happening. In fact one of the affected users can send to *other* lists on our 
server with no problems. These are two different lists.

I don’t know that this is specifically a Mailman problem (because it’s only 
happening with specific users) but I cannot see how  list members are getting 
stuffed on the CC line otherwise; because Exchange only knows the list address, 
not the members; only Mailman does.

TLDR: Somehow the all the list addresses are getting stuck onto the list 
message which then holds it for approval for ’too many addresses’.

-- 
Bruce Johnson
University of Arizona
College of Pharmacy
Information Technology Group

Institutions do not have opinions, merely customs


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