SharePoint 2016 Outbound SMTP Failures

Although users did set alerts on library or folders, they were not able to receive any alerts. Basically outgoing mail failed from the SharePoint server.

One of the errors was : “A certificate chain processed, but terminated in a root certificate which is not trusted by the trust provide”

I followed the following MS documentations to resolve the issue:

1. Make sure Outgoing E-Mail settings in SP CA is set as in step 6 of the following article. https://docs.microsoft.com/en-us/archive/blogs/mikelee/configure-tls-encryption-between-sharepoint-on-premise-and-exchange
2. Also make sure you have created a receive connector in your Exchange server as show in step 7. https://docs.microsoft.com/en-us/archive/blogs/mikelee/configure-tls-encryption-between-sharepoint-on-premise-and-exchange
3. Test sending email form PS, using the following PS script. https://docs.microsoft.com/en-us/archive/blogs/mikelee/test-email-from-sharepoint-using-powershell
4. Follow the steps 28 to the end of the article .https://docs.microsoft.com/en-us/archive/blogs/mikelee/configure-tls-encryption-between-sharepoint-on-premise-and-exchange
5. Use the exchange server FQDN on the outbound SMTP server option in Outgoing E-Mail settings instead of aliases like mail.abc.com.
6. Make sure you add Exchange server and CA root certificates into Manage Trust option under CA->Security->Manage Trust.