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Configuring Email Alerts in ISA Sever 2004

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Last Modified: 2012-02-20
I would like to configure email alerts in ISA Server 2004.  We do not have an internal mail server, instead we use yahoo business mail.  Is it possible to set up alerts using the yahoo business mail?  The options under email alerts appear to be very limited.  I was thinking that perhaps I could configure IIS 6.0 on another server to relay these messages for the ISA server but so far it has not worked.  Any help in resolving this issue would be greatly appreciated.  Thanks.
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Keith AlabasterEnterprise Architect
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Top Expert 2008

Commented:
What do you mean by 'alerts' exactly?
Keith AlabasterEnterprise Architect
CERTIFIED EXPERT
Top Expert 2008

Commented:
and what situations are you trying to cover?

Author

Commented:
In ISA Severn 2004 if you go to Monitoring>Alerts>Configure Alert Definitions you can set up each type of alert to send an email notification.  However, the email alert settings are rather limited here and appear to only accept an internal Email SMTP server.  Since we use an external email several with Yahoo it doesn't have the correct fields to enter all of the necessary information as you would for the typical POP client.  As a work around I thought I could set up an internal SMTP server on one of our Server 2008 R2 servers through IIS to relay the message but I haven't been able to get that to work either.  I am thinking that I have not configured the IIS SMTP Server correctly to relay or that there are additional settings within ISA 2004 that need to be configured to alone the message traffic to reach our internal server on port 25?  Thanks again for the help.

Author

Commented:
I made sure to enable the "Allow SMTP from ISA server to Trusted Servers" rule in ISA server but when I test the sending the message I receive the same error message. Also I am able to Telnet on port 25 to the internal SMTP server.
Suliman Abu KharroubIT Consultant
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Commented:
From troubleshot node in ISA console, use traffice simulator to trace why you cant telnet SMTP. it could be a firewall in the SMTP server or the ISA server it self.
Most Valuable Expert 2011

Commented:
However, the email alert settings are rather limited here and appear to only accept an internal Email SMTP server.

That is all it is supposed to be.  This has nothing to do with POP3.

Forget about adding a local SMTP Server for relaying,...that is just needless complexity and adding something else to break and fail.

Give the ISA the IP# of the SMTP Server (dig it out of one of the Outlook configs if you have to).  Then add LocalHost to the same Outbound SMTP Rule that the Outlook Client are already using.

Author

Commented:
Well I found the smtp server IP address for smtp.bizmail.yahoo.com, added that to the email settings, added localhost to the email rules on ISA but the test message still fails.  The smtp.bizmail.yahoo.com requires an SSL connection on port 465 with a username and password so I think that is why it is failing.
Most Valuable Expert 2011

Commented:
The smtp.bizmail.yahoo.com requires an SSL connection on port 465 with a username and password so I think that is why it is failing.

Then you are just plain screwed.

Options:

1. Try calling Yahoo support (good luck with that one),...tell them what you are doing and what results you are getting. Maybe their is a different SMTP IP# you can use.

OR

2. Contact your ISP and ask if there is some other SMTP Server they will let you use as part of your account with them.  Again,...make sure they understand exactly what you are trying to do,...details that you may not think are important may be very important to them.
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Most Valuable Expert 2011

Commented:
Ok, very good.

Author

Commented:
Everything is working perfectly now.

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