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Solution for SMTP error in Office 365 support email

Related products:Freshdesk
  • January 1, 2022
  • 1 reply
  • 220 views

artpal
Apprentice
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There was a few threads about problem with Office 365 mailbox used as support email. In “Both” in/out mode with Office365 mailbox you can see error about SMTP after successfully authorization. All threads in forum are closed without resolution.

This is not a Freshdesk error, but Office365 configuration issue. You need one fix in Office 365 Admin panel:

https://docs.microsoft.com/en-us/exchange/clients-and-mobile-in-exchange-online/authenticated-client-smtp-submission

Use the Microsoft 365 admin center to enable or disable SMTP AUTH on specific mailboxes
Open the Microsoft 365 admin center and go to Users > Active users.

Select the user, and in the flyout that appears, click Mail.

In the Email apps section, click Manage email apps.

Verify the Authenticated SMTP setting: unchecked = disabled, checked = enabled.

When you're finished, click Save changes.

 

 

1 reply

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  • Contributor
  • September 21, 2024

So the actual issue lies with Freshworks. They don’t support modern authentication using OAuth 2.0.  This means that eventual ALL of our mailboxes hosted in Exchange Online will fail to authenticate as Microsoft has officially deprecated SMTP Auth.  The current drop dead date is September 2025. 

From Microsoft: https://learn.microsoft.com/en-us/exchange/clients-and-mobile-in-exchange-online/deprecation-of-basic-authentication-exchange-online

Although SMTP AUTH is available now, we announced Exchange Online will permanently remove support for Basic authentication with Client Submission (SMTP AUTH) in September 2025. We strongly encourage customers to move away from using Basic authentication with SMTP AUTH as soon as possible.