msmtp on Debian

msmtp on Debian

[John J. Boyer]

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.

Re: msmtp on Debian

[Geoff Shang]

On Wed, 15 Apr 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?

Is this error coming from the email client or msmtp?

Do you have a firewall?

Are you connecting to your external provider on the correct port?

Geoff.

Re: msmtp on Debian

[Tim Chase]

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.
> 
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> Blinux-list mailing list
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