Problem with notifications and outlook365 exchange hosting
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 I'm unable to get notifications working from my pfSense box to my email via my hosted Exchange SMTP over on Outlook365. I currently have several other hardware devices all using email notifications today successfully. These include an alarm panel and an automation controller. I've used the standard Outlook 365 settings of: server - pod51010.outlook.com 
 port - 587
 ssl/tls - checkedWith pfSense it refuses to send and throws an error in the log: 
 php: /system_advanced_notifications.php: Could not send the message to XXX – Error: could not connect to the host "pod51010.outlook.com": ??I've tried 25 and 465 as well with and without ssl/tls and all the permutations throw the same error. Any suggestions? Thanks! 
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 Any luck with this? I'm having the exact same problem. Works fine with gmail but not hosted outlook. 
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 Nope still not working and still having the same error. The funny thing is I've got the setup working on a couple wireless APs, a BSD based home automation appliance, and my home alarm system. They all handle the SMTP notification just fine with the exact same settings. 
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 Did you ever resolve this issue? I'm having the same problem with a Postfix server. http://forum.pfsense.org/index.php/topic,60874.0.html