I seem to recall that, by default TLS happens over the usual SMTP port 25. I've had multiple ISPs block outbound traffic on port 25 because it's often used by spammers. You might try telnet mail.myserver.com 25 and see if that times out or actually connects. If that's the case, most mail-servers provide alternate ports for TLS/SSL connections. Check your ~/.msmtprc file to see if you're specifying a port (should be something like "port 465") that is unfiltered. You can try the above telnet command to test connecting to port 465. Alternatively, if it's timing out legitimately, you can bump it up by adding a line like timeout 60 where it's measured in seconds. I don't know what your system default is. However, most hosts should respond reasonably in under 20 seconds, so if it's taking longer than that, I'd investigate other issues first. -Tim On April 15, 2015, John J. Boyer wrote: > I have just installed Debian, and I'm using msmtp as the outgoing > email client. When I send a message I get the error "TSL handshake > failed. Operation timed out." The copyright date on this version is > 2014. I also have a Vinux 4 installation that has an msmtp with a > copyright date of 2011. This version works. Is there something that > needs to be set in the configuration file for the 2014 version? > > Thanks, > John > > John J. Boyer; President, > AbilitiesSoft, Inc. > http://www.abilitiessoft.org > Madison, Wisconsin USA > We develop software for people with disabilities which is abailable > at no cost. > > _______________________________________________ > Blinux-list mailing list > Blinux-list@xxxxxxxxxx > https://www.redhat.com/mailman/listinfo/blinux-list _______________________________________________ Blinux-list mailing list Blinux-list@xxxxxxxxxx https://www.redhat.com/mailman/listinfo/blinux-list