Hi Peter,

You are right about DKIM, I've not mentioned it because it was obvious to me: 
this kind of tempering should be done before any signing. 

patpro

July 4, 2022 7:41 AM, "Peter" <[email protected]> wrote:

> I'm not aware of any server that would alter headers in this way. Keep in 
> mind that doing so would
> be very likely to break any DKIM signature on the message.
> 
> This type of randomization or manipulation is best done at the MUA (email 
> client) stage. Anything
> after that should really be leaving those headers alone.
> 
> Another thing to keep in mind is that Postfix doesn't use, or care about, 
> these headers (exception:
> header_checks).
> 
> Peter
> 
> On 4/07/22 5:21 pm, [email protected] wrote:
> 
>> Hello,
>> Few days ago I've stumbled on this gem: 
>> https://twitter.com/gabsmashh/status/1542154330836553728
>> It made me wonder about headers manipulation so I have few questions:
>> - are you aware of email servers that can/will manipulate headers so that 
>> recipients order is
>> altered?
>> - would it be possible to randomize recipients order with some header 
>> rewrite in Postfix?
>> Thanks,
>> patpro

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