Hi, @bloke!
Recently, Microsoft updated its email service connections by removing Basic authentication. This change affects users trying to connect via their SMTP server using the “Other SMTP” mailer. Unfortunately, because of these changes on Microsoft’s end, we can’t re-enable Basic authentication. This change prevents SMTP plugins like ours, as well as other software, from being able to connect to Outlook over SMTP.
You can still connect to Outlook using the “Outlook” mailer in WP Mail SMTP, which uses Modern authentication with OAuth2 for a secure connection. However, it’s important to note that Microsoft no longer supports this connection method for free accounts. If you have a paid Azure account, a Microsoft 365 account, or another upgraded Microsoft account, you should still be able to create the necessary credentials for the “Outlook” mailer.
I apologize for any inconvenience this may cause and appreciate your understanding.
Kind regards.