I've had a Ubuntu 14.04 server configured and running fine for some time now. There are web, ftp and mail server installed and functioning properly on it. A week ago the SSL certificate that I had been using to connect to the management console and for mail expired and I went ahead and acquired a new one from StartSSL.
The new certificate is for mail.mydomain.com. The Postfix (main.cf) configuration contains the following:
smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
biff = no
# appending .domain is the MUA's job.
append_dot_mydomain = no
# Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h
readme_directory = /usr/share/doc/postfix
# TLS parameters
smtpd_tls_cert_file = /etc/postfix/mail.crt
smtpd_tls_key_file = /etc/postfix/mail.key
smtpd_use_tls = yes
smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache
smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
myhostname = mail.mysite.com
alias_maps = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases
alias_database = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases
myorigin = /etc/mailname
mydestination = mail.mysite.eu, localhost, localhost.localdomain
Dovecot.conf
protocols = imap pop3
auth_mechanisms = plain login
disable_plaintext_auth = no
log_timestamp = "%Y-%m-%d %H:%M:%S "
mail_privileged_group = vmail
postmaster_address = postmaster@saturn13.eu
ssl_cert = </etc/postfix/mail.crt
ssl_key = </etc/postfix/mail.key
ssl_protocols = !SSLv2 !SSLv3
Dovecot/conf.d/10-ssl.conf
ssl = yes
ssl_cert = </etc/postix/mail.crt
ssl_key = </etc/postfix/mail.key
I read that StartSSL requires an intermediate and root CA to be installed, so I tried concatenating them into a mail.pem file which I then proceeded to set in both Postfix and Dovecot. Try as I might, every time I ran openSSL test, the results were like this:
root@server:/etc/dovecot# openssl s_client -connect mail.mysite.com:465
CONNECTED(00000003)
write:errno=104
---
no peer certificate available
---
No client certificate CA names sent
---
SSL handshake has read 0 bytes and written 305 bytes
---
New, (NONE), Cipher is (NONE)
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE
---
What's even more puzzling for me is the fact that when I try to connect to the account with Thunderbird, a popup window appears asking to confirm a security exception for www.mysite.com:443.
So, could you help me figure out what's wrong in this configuration? When I open the mail.crt file in Windows, everything appears normal. So why can't I connect to the server and why is Thunderbird trying to connect to www and on port 443?
Thank you!