I'm having another issue with *.outlook.com, please see below. I don't mean to hijack the thread, but maybe report will help tracking down the issue.
* Andreas Bauer via Exim-users [2017-11-27 13:30]: > Hello all, > > we have a well configured mail server with exi 4.89 on Debian 9, and > use a LetsEncrypt certificate for SMTP with STARTTLS on port 25 as > well as SMTPS on port 465. > > Everything works well, except: > > 2017-11-27 13:22:55 TLS error on connection from > mail-oln040092070016.outbound.protection.outlook.com > (EUR03-AM5-obe.outbound.protection.outlook.com) [40.92.70.16] (send): > The specified session has been invalidated for some reason. > 2017-11-27 13:23:46 1eJILV-0001Gg-K3 TLS error on connection from > mail-oln040092071027.outbound.protection.outlook.com > (EUR03-DB5-obe.outbound.protection.outlook.com) [40.92.71.27] (recv): > Error in the pull function. Mine are different, but I don't know if they are related. Nov 25 18:03:17 puffy exim[17107]: SSL_write: (from mail-oln040092005061.outbound.protection.outlook.com (NAM02-SN1-obe.outbound.protection.outlook.com) [40.92.5.61]) syscall: Broken pipe Nov 27 10:36:28 puffy exim[28563]: SSL_write: (from mail-oln040092066037.outbound.protection.outlook.com (EUR01-VE1-obe.outbound.protection.outlook.com) [40.92.66.37]) syscall: Broken pipe Nov 27 15:26:50 puffy exim[88515]: SSL_write: (from mail-ve1eur01on0073.outbound.protection.outlook.com (EUR01-VE1-obe.outbound.protection.outlook.com) [104.47.1.73]) syscall: Broken pipe I haven't had time to debug this further... System is running OpenBSD 6.2 with LibreSSL. > It seems only this specific server will fail to connect with TLS with > "Error in the pull function". This is the only occasion where we see > this message, everything else works fine. > > Does someone have an idea how to troubleshoot this, or even how to > work around this? > > It seems the remote mails server does not back down and tries since > days (!) to deliver this message and fails every 5 minutes. > > Duh! > > Andreas > > > -- > ## List details at https://lists.exim.org/mailman/listinfo/exim-users > ## Exim details at http://www.exim.org/ > ## Please use the Wiki with this list - http://wiki.exim.org/ -- -- Kirill Miazine <k...@krot.org> -- ## List details at https://lists.exim.org/mailman/listinfo/exim-users ## Exim details at http://www.exim.org/ ## Please use the Wiki with this list - http://wiki.exim.org/