Mark Constable writes:

I finally managed to get a test server set up and try out authsqlite
and it mostly seems to work except for when it comes to relaying via
port 465 with auth. If I use a current server using authmysql then I
see this when relaying...

Oct 10 10:20:22 u1 courieresmtpd: started,ip=[::ffff:xx.167.17.51]
Oct 10 10:20:23 u1 courieresmtpd: EHLO [xx.xx.xx.202]
Oct 10 10:20:23 u1 courieresmtpd: AUTH PLAIN AG1hcmtjQHJlbnRhLm5ldAAxcWF6QFdTWA== Oct 10 10:20:23 u1 authdaemond: received auth request, service=esmtp, authtype=login
... etc
Oct 10 10:20:23 u1 courieresmtpd: MAIL FROM:<ma...@renta.net> SIZE=373
Oct 10 10:20:24 u1 courieresmtpd: RCPT TO:<m...@markconstable.com>
Oct 10 10:20:24 u1 courieresmtpd: DATA

when I try the server with authsqlite I see...

Oct 10 10:08:10 u2 courieresmtpd: started,ip=[::ffff:xx.167.17.51]
Oct 10 10:08:10 u2 courieresmtpd: EHLO [xx.xx.xx.202]
Oct 10 10:08:11 u2 courieresmtpd: MAIL FROM:<m...@markconstable.com> SIZE=384
Oct 10 10:08:11 u2 courieresmtpd: RCPT TO:<ma...@renta.net>
Oct 10 10:08:19 u2 courieresmtpd: error,relay=::ffff:xx. 167.17.51,from=<m...@markconstable.com>,to=<ma...@renta.net>: 513 Relaying denied.
Oct 10 10:08:22 u2 courieresmtpd: QUIT

IMAP and local deliveries all work but the above seems to indicate that
esmtpd-ssl is not hooking into authsqlite via authdaemon.

No, in the sqlite case the mail client is not authenticating at all. Something is causing the client to decide not to authenticate. Compare the output of EHLO for both cases.

ESMTPAUTH=""

That's the problem.

ESMTPAUTH_WEBADMIN="LOGIN CRAM-MD5 CRAM-SHA1 CRAM-SHA256"
ESMTPAUTH_TLS=""

And that.

Compare those settings against the working box's.

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