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Operating Systems Linux Red Hat Problem setting up SSMTP with Office 365 Post 302751115 by RedSpyder on Thursday 3rd of January 2013 07:57:08 AM
Old 01-03-2013
Problem setting up SSMTP with Office 365

Hi guys!

Im trying to setup my box so it can send its emails through Office 365 SMTP. I spent 8 hours yesterday trying to configure sendmail to do this, but I gave up.

Now Im trying to do it with SSMTP and I followed this guide to configure it How to install and configure sSMTP on CentOS / Fedora / Redhat | TechGyaan

This is my configuration:

Code:
root=email@mymail.com
mailhub=pod51011.outlook.com:587
AuthUser:User
AuthPass:Pass
FromLineOverride=YES
UseSTARTTLS=YES

But then in the logs I get

Code:
Jan  3 08:39:07 isvahlrtk01 sSMTP[7263]: Unable to connect to "pod51011.outlook.com" port 587.
Jan  3 08:39:07 isvahlrtk01 sSMTP[7263]: Cannot open pod51011.outlook.com:587

What could be happening?
 

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ESMTPD(8)						      Double Precision, Inc.							 ESMTPD(8)

NAME
esmtpd - The Courier mail server mail server ESMTP daemon SYNOPSIS
esmtpd {start} esmtpd {stop} esmtpd {restart} esmtpd-msa {start} esmtpd-msa {stop} esmtpd-msa {restart} DESCRIPTION
The command "esmtpd start" runs couriertcpd in the background, listening on the SMTP port. couriertcpd will run courieresmtpd in response to connection requests. The command "esmtpd stop" stops the couriertcpd daemon, shutting down the ESMTP service. The command "esmtpd-msa start" starts the server on the message submission port, port 587. "esmtpd-msa stop" stops it. The difference between esmtpd and esmtpd-msa is that the latter is set up for additional processing as defined by RFC 2476 (mainly that the messages will have the Message-ID: and Date: headers added, by default). Normally, makesmtpaccess(8)[1] automatically runs "esmtpd restart", in order to reread the /etc/courier/smtpaccess.dat access file, so you don't have to do it manually, yourself. Similarly, makesmtpaccess-msa(8)[1] automatically runs esmtpd-msa restart FILES
/etc/courier/esmtpd This configuration file initializes various settings for courieresmtpd. /etc/courier/esmtpd-msa This configuration file initializes the settings for courieresmtpd when invoked by esmtpd-msa. Note that this file is used to override the settings /etc/courier/esmtpd. The command "esmtpd-msa start" first reads /etc/courier/esmtpd, then afterwards /etc/courier/esmtpd-msa. Any settings in esmtpd-msa override the corresponding settings in esmtpd SEE ALSO
couriertcpd(8)[2], makesmtpaccess(8)[1]. AUTHOR
Sam Varshavchik Author NOTES
1. makesmtpaccess(8) [set $man.base.url.for.relative.links]/makesmtpaccess.html 2. couriertcpd(8) [set $man.base.url.for.relative.links]/couriertcpd.html Courier Mail Server 08/30/2011 ESMTPD(8)
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