I have a stock Debian (6) with Exim4 (4.71) which I use as a smarthost
to my ISP (verizon). They are switching to SSL on port 465 and I am
having a hard time getting exim4 to cooperate. (previously they were
using STARTTLS on port 587 which worked just fine)
I am getting infinite deferrals and connection timeouts.... Googling my
problems suggests that exim4 needs to be run with stunnel but most of
those posts are ancient so I'm hoping that exim does indeed support this
configuration independently.
I am no expert but I suspect that the remote server is waiting for exim4
to initiate the SSL handshake (?). Excerpt from mainlog:
2013-06-08 09:07:03 [25398] 1UlImR-0006bc-70 SMTP timeout while
connected to smtp.verizon.net [206.46.232.100] after initial connection:
Connection timed out
2013-06-08 09:07:03 [25397] 1UlImR-0006bc-70 == eelboy@???
R=smarthost T=remote_smtp_smarthost defer (110): Connection timed out:
SMTP timeout while connected to smtp.verizon.net [206.46.232.100] after
initial connection
