On 30 Mar 2021, at 1:57, Tom Kerswill wrote:

When I use mailmate to 'send as' one of these addresses, Gmail rejects it.
When I look at the headers of that sent mail, they are different from
messages sent by other mail clients or Gmail itself. The messages from
mailmate do have the correct from address, but my actual Gmail address also
appears to be there as a Return-Path header.

That is NOT being done by MailMate. I have confirmed by testing just now that when MailMate sends mail from an address that is not the main one for an account, it uses the secondary address as the SMTP envelope sender, which is normally where the Return-Path header on delivered mail comes from. GMail is apparently using your authentication address instead, which is perverse.

I am curious about what is actually happening with your mail, since if GMail is rejecting it outright I would expect you to have nothing to look at with a 'wrong' Return-Path. Are they accepting it initially and then generating a bounce message? it also is odd that other clients don't have this issue. Are you looking at messages with exactly the same alternative address but different clients?

Is it possible to use mailmate with Gmail, to send as a different email address, similar to what I do with other mail clients? What are the steps
to do this?

I can't answer this directly, as I have no GMail account set up for sending from non-GMail addresses. I can say that unless MM is sending via GMail differently than it does for other SMTP servers (which would be a surprise) it is doing the best that it can and the problem is with GMail's quirks or an external issue like SPF.

--
Bill Cole
b...@scconsult.com or billc...@apache.org
(AKA @grumpybozo and many *@billmail.scconsult.com addresses)
Not Currently Available For Hire
_______________________________________________
mailmate mailing list
mailmate@lists.freron.com
https://lists.freron.com/listinfo/mailmate

Reply via email to