[Dovecot] TLS/SSL for Win8 & Outlook

Sebastian Goodrick sebastian at goodrick.ch
Fri May 9 12:28:12 UTC 2014


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I will go through the links later today, thanks.

> openssl ciphers
The new OpenSSL supports many additional ciphers. Three ciphers are
not supported anymore: DES-CBC-MD5, DES-CBC3-MD5, RC2-CBC-MD5
For any reason I don't understand, there are ciphers listed twice in
the old OpenSSL version but also once in the new version:
EXP-RC2-CBC-MD5, EXP-RC4-MD5, RC4-MD5

> openssl s_client -connect imap.example.com:143 -starttls imap

dovecot 2.1.7, OpenSSL 1.0.1 e (both as shipped with Debian Weezy):
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-GCM-SHA384

dovecot 1.2.13, OpenSSL 0.9.8 g (call me outdated, I say heartbleed!):
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA

However, that's talking OpenSSL to OpenSSL.

> there must be matching ciphers
Indeed. According to this
http://msdn.microsoft.com/en-us/library/windows/desktop/aa374757(v=vs.85).aspx
there should be matching ciphers if I'm not completely mistaken. (I
don't know what P256 indicates in
TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256_P256.

Is there a similar way to OpenSSL to check on the box, what is really
supported? Or to perform a handshake like the -connect -starttls imap
option of OpenSSL?

> as written i will test it, but it will take time
Thanks, Robert. I really appreciate it. Your comments have been really
helpful to me so far.

Regards
Sebastian
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