Re: stunnel

Andrew C Aitchison via Exim-users <[email protected]>
Newsgroups gmane.mail.exim.user
Message-ID <[email protected]>
On Sat, 28 Jun 2025, Martin McCormick via Exim-users wrote:

> When using stunnel to setup the encrypted link between this box
> and the smarthost, am I correct in assuming that exim, itself, is
> only now working with old-school plain text, talking through
> stunnel's tls translation engines which do all the en/decryption?
>
> 	Am I also correct in that exim4 will need to be still set
> to 587 which is what this smarthost communicates on.  If my
> limited knowledge of TCP/IP serves me correctly, the port numbers
> are in the packet headers so stunnel probably leaves those
> however your application sets them.

I've never tried this and I may very well be wrong, but I think
you need stunnel to listen to exim on a port of your choice
and make a connection to port 465 
since with port 587 the SMTP greeting comes before the TLS encryption.

Does the smart server provide submissions on 465 ?

--

How do other users of this smart host manage ?

I still think your efforts might be better spent on getting the
smart host to use a free LetsEncrypt certificate,
rather than hacking your machine to ignore their expired certificate.

-- 
Andrew C. Aitchison                      Kendal, UK
                    [email protected]

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