On Wed, May 09, 2012 at 07:13:24PM +0400, Scott Sjodin wrote: > Msmtp is running, however, when I attempt to send mail thru a test (msmtp > -a default <username>@domain.com) I get the following errors both in the > CLI and the log: > > msmtp: TLS handshake failed: the operation timed out > msmtp: could not send mail (account default from /etc/msmtprc)
If msmtp has a verbose mode, use it. Otherwise, your best bet is going to be the logs of the server you're trying to relay through. You can also use openssl's s_client command to try connecting to the relay server to check the tls connection. -kevin
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