Sending a test message in Outlook fails: None of the authentication methods supported by this client are supported by your server.

Created:

2016-11-16 13:03:04 UTC

Modified:

2017-08-16 17:40:11 UTC

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Sending a test message in Outlook fails: None of the authentication methods supported by this client are supported by your server.

Applicable to:

  • Plesk 11.x for Linux
  • Plesk 12.0 for Linux

Symptoms

After configuring port 587, as it is described in the article , the following error appears while sending a test message in Outlook:

Send test e-mail message: None of the authentication methods supported by this client are supported by your server.

Cause

The error occurs if encryption type is not specified in mail client.

Resolution

Change the encryption type from none to TLS or Auto :

  1. Open Start menu > Control Panel - All Control Panel Items > Mail (32-bit) > E-mail Accounts on your conputer.

  2. Select your email account from the list and click Change . Email settings should be displayed.

  3. Click More Settings... button.

  4. Select Ougoing Server tab > enable My outgoing server(SMTP) requires authentication and Use same settings as my incoming mail server settings.

  5. Set Outgoing (SMTP) to use port 587 and set "Use the following type of encrypted connection = Auto .

  6. Click OK to update the settings.

  7. Click Next and then, click Finish .

If the issue still persists, connect to the server using SSH

Edit /etc/postfix/main.cf , comment "smtpd_sasl_security_options" and set smtpd_tls_security_level = may and restart postfix.

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1 Comments

  • 0
    Avatar
    Seb

    The solution did not work for me.

    I set smtpd_sasl_security_options = noanonymous in main.cf, but also had to modify master.cf
    There, I set smtpd_enforce_tls=no and removed smtpd_tls_security_level=encrypt from the submission line.

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