On 18/10/2022 13:58, Patrick Porteous via Exim-users wrote:
I've recently started receiving the following message in my log files when 
sending to one host:

2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.196]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.198]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.197]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.194]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 someu...@example.com R=dnslookup T=remote_smtp defer (-38) 
H=example.com [###.###.###.194]: a TLS session is required, but an attempt to 
start TLS failed

This is your Exim trying to send to some other host?

  My exim.config is setup with the following options enabled:

tls_advertise_hosts = *
tls_certificate = /usr/local/ssl/apache-selfsigned.crt
tls_privatekey = /usr/local/ssl/apache-selfsigned.key

Those are for connections inbound to your host, hence not relevant.

Look at your transport configuration.
--
Cheers,
  Jeremy


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