
3: In the Email apps section, click Manage email apps.

2: Select the user, and in the flyout that appears, click Mail. Now - guess what … Exchange does support plaintext-logins when configured correctly, but only using the method "LOGIN". Use the Microsoft 365 admin center to enable or disable SMTP AUTH on specific mailboxes 1: Open the Microsoft 365 admin center and go to Users > Active users. I have a wildcard certificate wich is assign to bot connectors, but still get the: 450.4.4.317 Cannot connect to remote server MessageUntrustedRoot. The current configuration is Hybride (in migration preparation). If the E-Mail-Server does not support "PLAIN", E-Mail-Notifications will fail - typically with "Authentication mechanism not supported". I have a sophos firewall with mail scan function between the On-premise Exchange en office 365. PfSense (our version is 2.1.5-RELEASE, but I guess other versions are also affected) seems to support several Authentication mechanisms for SMTP (at least that's what I gathered from the various files), but it ALWAYS uses "PLAIN". While researching the issue that pfSense won't send using our Exchange 2010 Server I found the underlying cause for it. office 365 o365 microsoft outlook mail. We will have to fill out couple of parameters before triggering the ‘Send-MailMessage’ command which will relay the email.


We will be using Office 365 SMTP to relay the mails. In order to send an email from PowerShell, we will need to specify an SMTP Server. The problem is not exactly with Office 365 Mail servers - rather with Exchange (and potentially other mailservers as well): Mail from PowerShell using Office 365 SMTP.
