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NPM 2020_2.4 - Windows Server 2019 - Can't send email alerts

jhouse55

Hello All,

I have a old 2008 Server with 2017 NPM that sends alerts just fine. I created a new 2019 server, installed 2020_2.4, and then configured my SMTP server in the Orion configuration. Test email worked there no problem,, and I received the email. Any of my alerts though, when choosing the option to Execute, I get this error for one of them. I was asked by support to run a powershell command to test sending mail to and from the same address I used in the SMTP server config, and it failed. I'm baffled. Please see attachment. Is there another component I need to install on the Microsoft side to get this to send? 2008 seemed to work fine.

When trying to send email manually in powershell I get this back

send-mailmessage : Error in processing. The server response was: 5.7.3 STARTTLS is required to send mail [MN2PR14CA0012.namprd14.prod.outlook.com] At line:1 char:1 + send-mailmessage -to "housej@phsc.edu" -from "netrelay@phsc.edu" -sub ... + ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ + CategoryInfo : InvalidOperation: (System.Net.Mail.SmtpClient:SmtpClient) [Send-MailMessage], SmtpExcept ion + FullyQualifiedErrorId : SmtpException,Microsoft.PowerShell.Commands.SendMailMessage

Thanks in advance

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Chris-S

Maybe double check the port setting in Solarwinds email setup. If your upstream mail host requires authentication, there's a box to turn that on and off too.

Chris-S

There's also a checkbox for turning encryption on. Sounds like your upstream server is requiring either authentication or encryption or both.

jhouse55

Hi Chris, I’m using 587 and authentication for our office365. The test email works fine when configuring the default smtp server. Not sure why the alert wouldn’t work.

jhouse55

Hi Chris, I’m using 587 and authentication for our office365. The test email works fine when configuring the default smtp server. Not sure why the alert wouldn’t work.

thsnks for the reply

christopher.t.jones123

@jhouse55, sounds like it might be rejecting it because of the From info in the alert action, could explain why it is working in the test action on the SMTP page but failing in the alert action. Try double-checking that info matches what is set on the SMTP configuration page.

sum_giais

In line with what @christopher.t.jones123 has mentioned, I typically utilize the global variables there and also re-use email actions as much as possible (e.g. make them very much a template..) It's good to note that alert actions can override the default/global SMTP server configuration and utilize their own if set.

Here's what I typically do to ensure all alert actions pull from a global setting...

Global Config
- Setting your default SMTP server... Settings -> All Settings -> Manage SMTP Servers
  - Set SMTP server settings, ensure 'MAKE DEFAULT' on a server
- Setting your default email actions... Settings -> All Settings -> Configure Default Send Email Action
  - Set your 'Name of Sender' and 'Reply Address'
Alert Config
- Setting your alert email action to use default sender and address... Edit Action -> Recipients -> Sender details
  - Set 'Name of Sender' to the global variable ${N=Generic;M=DefaultEmailSenderName}
  - Set 'Reply Address' to the global variable ${N=Generic;M=DefaultEmailFrom}
- Setting your alert email action to use default server... Edit Action -> SMTP Server
  - Set 'Name of SMTP Server' to 'Default Server'

Hope you find this helpful, good luck.

jhouse55

Guys, thanks so much for the replies, I will give this a shot this morning.

jhouse55

Once I set the default email alert and sender info,, the alerts started sending. Thanks to all for the detailed explanations!