/etc/stunnel/stunnel.conf has
[smtp]
client = yes
accept = localhost:106
connect = mail.easthope.ca:465

Then
swaks -s localhost -p 106 -f peter@easthope.ca -t peter@easthope.ca
sends a test message.

Whereas exim is configured according to https://wiki.debian.org/Exim
and
swaks -s localhost -p 25 -f peter@easthope.ca -t peter@easthope.ca
produces no message and this in /var/log/exim4/mainlog.

2025-05-17 11:54:42 1uGMgE-0004Aw-2M <= peter@easthope.ca H=localhost (imager.invalid) [::1] P=esmtp S=474 id=20250517115442.016053@imager.invalid
2025-05-17 11:54:42 1uGMgE-0004Aw-2M ** peter@easthope.ca R=smarthost T=remote_smtp_smarthost: all hosts for 'easthope.ca' have been failing for a long time (and retry time not reached)
2025-05-17 11:54:43 1uGMgE-0004B1-37 <= <> R=1uGMgE-0004Aw-2M U=Debian-exim P=local S=1785
2025-05-17 11:54:43 1uGMgE-0004Aw-2M Completed
2025-05-17 11:54:43 1uGMgE-0004B1-37 ** peter@easthope.ca R=smarthost T=remote_smtp_smarthost: all hosts for 'easthope.ca' have been failing for a long time (and retry time not reached)
2025-05-17 11:54:43 1uGMgE-0004B1-37 Frozen (delivery error message)

Anything obvious?

Thx, ... P.

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