On 6/17/2020 6:37 PM, Wietse Venema wrote:

> If you could share some logging or other symptoms that would speed
> up the resolution.
>
>       Wietse

This happens with tafile option in tls policy map or
smtp_tls_trust_anchor_file set in main.cf and smtp_tls_connection_reuse
= yes

2020-06-18T09:20:41.644109+02:00 servername postfix/tlsproxy[122987]:
CONNECT to [10.11.12.13]:25
2020-06-18T09:20:41.644288+02:00 servername postfix/tlsproxy[122987]:
warning: malformed certificate in TLS_CERTS
2020-06-18T09:20:41.644445+02:00 servername postfix/tlsproxy[122987]:
warning: tlsp_get_request_event: receive client TLS settings: Success
2020-06-18T09:20:41.644531+02:00 servername postfix/tlsproxy[122987]:
TLS handshake failed for service=smtp peer=[10.11.12.13]:25
2020-06-18T09:20:41.644614+02:00 servername postfix/tlsproxy[122987]:
DISCONNECT [10.11.12.13]:25
2020-06-18T09:20:41.644728+02:00 servername postfix/smtp[122985]:
warning: private/tlsproxy service role "client" is not available
2020-06-18T09:20:41.649976+02:00 servername postfix/smtp[122985]:
A6554300006A: to=<exam...@somedomain.net>,
relay=mail.somedomain.net[10.11.12.13]:25, delay=27,
delays=26/0.01/0.25/0, dsn=4.7.5, status=deferred (Cannot start TLS:
handshake failure)

tls_policy_maps:

somedomain.net  secure  ciphers=high tafile=path/to/trust_anchor.pem 

when adding connection_reuse=no to the policy (with applied patch) the
mail is being delivered successfully.

I tried several different setups for the tlsproxy in master.cf


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