Mailing List Archive: Request Tracker: Users

msmtp with RT 4.0.5 setup issues

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scott.sjodin at gmail

May 9, 2012, 8:13 AM

Post #1 of 4 (474 views)
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msmtp with RT 4.0.5 setup issues

Hi all,

Thanks to this community, I almost have RT fully up and operational.

The last step is getting msmtp to work. I'm not sure what's wrong and in
troubleshooting haven't gotten very far. As a guideline, I followed this
wiki page for instructions: http://requesttracker.wikia.com/wiki/Msmtp. I'm
using the default msmtprc file to simplify things.

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)

For reference, my msmtprc file looks like this:

defaults
logfile /var/log/msmtp.log
account default
host smtp.mydomain.com
port 587
tls on
tls_certcheck off
tls_starttls off
auth on
user username [at] domain
password suparsekratpw
from username [at] domain
password suparsekratpw
auto_from on

Anybody have any tips or pointers? It would be greatly appreciated. Thanks
in advance.

Scott

falcone at bestpractical

May 9, 2012, 8:17 AM

Post #2 of 4 (454 views)
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Re: msmtp with RT 4.0.5 setup issues [In reply to]

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

scott.sjodin at gmail

May 9, 2012, 8:36 AM

Post #3 of 4 (448 views)
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Re: msmtp with RT 4.0.5 setup issues [In reply to]

Kevin,

I'm using an external mail server that's hosted, so I can't exactly check
those logs. I will check out the verbose logging and the client you
suggested and report back. Thank You.

On Wed, May 9, 2012 at 7:17 PM, Kevin Falcone <falcone [at] bestpractical>wrote:

> 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
>

info at voipnebraska

May 9, 2012, 1:46 PM

Post #4 of 4 (445 views)
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Re: msmtp with RT 4.0.5 setup issues [In reply to]

I ran into a similar problem with my hosted e-mail provider, and there
are a couple of things that helped me:

1) The smtp host name (the one returned by "telnet server 25") was the
only one that would work for my authentication step.
2) Some providers use alternate ports for anything by "vanilla" e-mail
forwarding.

You might also want to check with your SMTP provider - they may not let
you do this at all.....

Dave

On 5/9/2012 10:36 AM, Scott Sjodin wrote:
> Kevin,
>
> I'm using an external mail server that's hosted, so I can't exactly
> check those logs. I will check out the verbose logging and the client
> you suggested and report back. Thank You.
>
> On Wed, May 9, 2012 at 7:17 PM, Kevin Falcone
> <falcone [at] bestpractical <mailto:falcone [at] bestpractical>> wrote:
>
> 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 <http://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
>
>

--
Dave Burgess
Manager
Cynjut Consulting Services, LLC
402-403-4434 (Phone, FAX, and Cell)

--
Dave Burgess - Manager VOIP Nebraska 402-403-4434 (Phone, FAX, and Cell)
/A subsidiary of Cynjut Consulting Svcs, LLC/

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