I'm pretty sure I've seen some negative scoring in for multiple Froms in spamassassin both as multiple From: headers or just values.

I also think I saw it in Lyris Mailshield.

Multiple From: headers was(/is?) was relatively common in email spambots.

On 2021-12-13 12:19 p.m., Alessandro Vesely via mailop wrote:
Hi,

I assume everybody knows that RFC 5322 allows multiple mailboxes in the From: field.  This feature existed in RFC822 already.  I think it is to be used for those cases where multiple persons are authoring a message, albeit adding the list of coauthors is usually not done.  This message is an example.  How many rejects does it yield?

Gmail reacts like so:

Action: failed
Status: 5.0.0
Remote-MTA: dns; gmail-smtp-in.l.google.com [108.177.119.27]
Diagnostic-Code: smtp; 550-5.7.1 [192.0.2.4      13] Messages with multiple addresses in From:
         550 5.7.1 header are not accepted. do22si22787062ejc.211 - gsmtp


Is it customary to reject messages with multiple addresses in From:?  Why?


Best
Ale

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