Hallo Everybody! Thanks for 2 replies, which replied, that mail.gmx.net:465 is not a propper ssl server: well, i tried with another email client (Opera), sending AUTH PLAIN and AUTH LOGIN and both worked. So I tried all possible configs in Calypso to get a successful smtp login, but it fails everytime with the same err.msg(see below) The funny thing is, the getting mail, login pop.gmx.net:995 works perfect via stunnel, but smtp fails.... So I want to ask, if there is anyone out there, who works successully with CALYPSO, stunnel and GMX-Provider?? In case, please tell me your settings - would be great! Thanks Johann my last question: ------ trying hard to get stunnel worked with Calypso email client! When I only check emails, it works via stunnel at ssl port 995. But sending email fails with following message from Calypso: *** Sending pending mail from account xyz@gmx.net' @ 13.12.2013 01:54 *** Connecting to: '127.0.0.1' -> Successful Logging into the SMTP server as: "xxx" The server does not support any secure password authentication providers Disconnecting -> Successful Failed to send one or more pending messages. Smtp.c[287] Smtp.dll the config file via stunnel looks so: cert = stunnel.pem [gmx-pop3] client = yes accept = 127.0.0.1:108 connect = pop.gmx.net:995 [gmx-smtp] client = yes accept = 127.0.0.1:107 connect = mail.gmx.net:465 the mailserver- config of Calypso is so: pop3: 127.0.0.1 port 108 smtp: 127.0.0.1 port 107 smtp authentication method: user pop account.... So, I am really out of ideas to get the very best email client of the world - CALYPSO - running to send emails via ssl connection, wich my provider forces me to send via ssl from 1.jan.2014... Anyone can help? thanks allot! johann