[Users] [Bug 3492] SSL handshake with smtp.live.com fails

[noreply at thewildbeast.co.uk]

http://www.thewildbeast.co.uk/claws-mail/bugzilla/show_bug.cgi?id=3492

--- Comment #7 from libby_hughe5 at hotmail.com ---
When I apply the settings suggested below, the network log says this:
(perhaps I have made a mistake with the key configuration? I have all 3 PGP
plugins loaded, and key pairs in GPA. Sorry if I have made a simple error.

* Account 'emily_sal7 at hotmail.com@pop3.live.com': Connecting to SMTP server:
smtp-mail.outlook.com:587...
[18:54:56] SMTP< 220 BLU436-SMTP224.smtp.hotmail.com Microsoft ESMTP MAIL
Service, Version: 8.0.9200.16384 ready at  Sun, 9 Aug 2015 10:54:55 -0700 
[18:54:56] ESMTP> EHLO localhost
[18:54:56] ESMTP< 250-BLU436-SMTP224.smtp.hotmail.com Hello [213.152.162.84]
[18:54:56] ESMTP< 250-TURN
[18:54:56] ESMTP< 250-SIZE 41943040
[18:54:56] ESMTP< 250-ETRN
[18:54:56] ESMTP< 250-PIPELINING
[18:54:56] ESMTP< 250-DSN
[18:54:56] ESMTP< 250-ENHANCEDSTATUSCODES
[18:54:56] ESMTP< 250-8bitmime
[18:54:56] ESMTP< 250-BINARYMIME
[18:54:56] ESMTP< 250-CHUNKING
[18:54:56] ESMTP< 250-VRFY
[18:54:56] ESMTP< 250-TLS
[18:54:56] ESMTP< 250-STARTTLS
[18:54:56] ESMTP< 250 OK
[18:54:56] ESMTP> STARTTLS
[18:54:56] ESMTP< 220 2.0.0 SMTP server ready
[18:55:04] ESMTP> EHLO localhost
[18:55:05] ESMTP< 250-BLU436-SMTP224.smtp.hotmail.com Hello [213.152.162.84]
[18:55:05] ESMTP< 250-TURN
[18:55:05] ESMTP< 250-SIZE 41943040
[18:55:05] ESMTP< 250-ETRN
[18:55:05] ESMTP< 250-PIPELINING
[18:55:05] ESMTP< 250-DSN
[18:55:05] ESMTP< 250-ENHANCEDSTATUSCODES
[18:55:05] ESMTP< 250-8bitmime
[18:55:05] ESMTP< 250-BINARYMIME
[18:55:05] ESMTP< 250-CHUNKING
[18:55:05] ESMTP< 250-VRFY
[18:55:05] ESMTP< 250-AUTH LOGIN PLAIN XOAUTH2
[18:55:05] ESMTP< 250 OK
[18:55:05] ESMTP> MAIL FROM:<emily_sal7 at hotmail.com> SIZE=1934
[18:55:05] SMTP< 550 5.7.3 Requested action aborted; user not authenticated
** error occurred on SMTP session
*** Error occurred while sending the message:
550 5.7.3 Requested action aborted; user not authenticated
* Account 'emily_sal7 at hotmail.com@pop3.live.com': Connecting to SMTP server:
smtp-mail.outlook.com:587...
[19:00:35] SMTP< 220 BLU436-SMTP118.smtp.hotmail.com Microsoft ESMTP MAIL
Service, Version: 8.0.9200.16384 ready at  Sun, 9 Aug 2015 11:00:34 -0700 
[19:00:35] ESMTP> EHLO localhost
[19:00:35] ESMTP< 250-BLU436-SMTP118.smtp.hotmail.com Hello [213.152.162.84]
[19:00:35] ESMTP< 250-TURN
[19:00:35] ESMTP< 250-SIZE 41943040
[19:00:35] ESMTP< 250-ETRN
[19:00:35] ESMTP< 250-PIPELINING
[19:00:35] ESMTP< 250-DSN
[19:00:35] ESMTP< 250-ENHANCEDSTATUSCODES
[19:00:35] ESMTP< 250-8bitmime
[19:00:35] ESMTP< 250-BINARYMIME
[19:00:35] ESMTP< 250-CHUNKING
[19:00:35] ESMTP< 250-VRFY
[19:00:35] ESMTP< 250-TLS
[19:00:35] ESMTP< 250-STARTTLS
[19:00:35] ESMTP< 250 OK
[19:00:35] ESMTP> STARTTLS
[19:00:35] ESMTP< 220 2.0.0 SMTP server ready
[19:00:36] ESMTP> EHLO localhost
[19:00:36] ESMTP< 250-BLU436-SMTP118.smtp.hotmail.com Hello [213.152.162.84]
[19:00:36] ESMTP< 250-TURN
[19:00:36] ESMTP< 250-SIZE 41943040
[19:00:36] ESMTP< 250-ETRN
[19:00:36] ESMTP< 250-PIPELINING
[19:00:36] ESMTP< 250-DSN
[19:00:36] ESMTP< 250-ENHANCEDSTATUSCODES
[19:00:36] ESMTP< 250-8bitmime
[19:00:36] ESMTP< 250-BINARYMIME
[19:00:36] ESMTP< 250-CHUNKING
[19:00:36] ESMTP< 250-VRFY
[19:00:36] ESMTP< 250-AUTH LOGIN PLAIN XOAUTH2
[19:00:36] ESMTP< 250 OK
[19:00:36] ESMTP> MAIL FROM:<emily_sal7 at hotmail.com> SIZE=1934
[19:00:36] SMTP< 550 5.7.3 Requested action aborted; user not authenticated
** error occurred on SMTP session
*** Error occurred while sending the message:
550 5.7.3 Requested action aborted; user not authenticated
* Account 'emily_sal7 at hotmail.com@pop3.live.com': Connecting to SMTP server:
smtp-mail.outlook.com:587...
[19:17:46] SMTP< 220 BLU436-SMTP4.smtp.hotmail.com Microsoft ESMTP MAIL
Service, Version: 8.0.9200.16384 ready at  Sun, 9 Aug 2015 11:17:45 -0700 
[19:17:46] ESMTP> EHLO localhost
[19:17:46] ESMTP< 250-BLU436-SMTP4.smtp.hotmail.com Hello [213.152.161.133]
[19:17:46] ESMTP< 250-TURN
[19:17:46] ESMTP< 250-SIZE 41943040
[19:17:46] ESMTP< 250-ETRN
[19:17:46] ESMTP< 250-PIPELINING
[19:17:46] ESMTP< 250-DSN
[19:17:46] ESMTP< 250-ENHANCEDSTATUSCODES
[19:17:46] ESMTP< 250-8bitmime
[19:17:46] ESMTP< 250-BINARYMIME
[19:17:46] ESMTP< 250-CHUNKING
[19:17:46] ESMTP< 250-VRFY
[19:17:46] ESMTP< 250-TLS
[19:17:46] ESMTP< 250-STARTTLS
[19:17:46] ESMTP< 250 OK
[19:17:46] ESMTP> STARTTLS
[19:17:46] ESMTP< 220 2.0.0 SMTP server ready
[19:17:47] ESMTP> EHLO localhost
[19:17:47] ESMTP< 250-BLU436-SMTP4.smtp.hotmail.com Hello [213.152.161.133]
[19:17:47] ESMTP< 250-TURN
[19:17:47] ESMTP< 250-SIZE 41943040
[19:17:47] ESMTP< 250-ETRN
[19:17:47] ESMTP< 250-PIPELINING
[19:17:47] ESMTP< 250-DSN
[19:17:47] ESMTP< 250-ENHANCEDSTATUSCODES
[19:17:47] ESMTP< 250-8bitmime
[19:17:47] ESMTP< 250-BINARYMIME
[19:17:47] ESMTP< 250-CHUNKING
[19:17:47] ESMTP< 250-VRFY
[19:17:47] ESMTP< 250-AUTH LOGIN PLAIN XOAUTH2
[19:17:47] ESMTP< 250 OK
[19:17:47] ESMTP> MAIL FROM:<emily_sal7 at hotmail.com> SIZE=1934
[19:17:47] SMTP< 550 5.7.3 Requested action aborted; user not authenticated
** error occurred on SMTP session
*** Error occurred while sending the message:
550 5.7.3 Requested action aborted; user not authenticated

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