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How to configure MIDAS to send email via Outlook SMTP servers

Your MIDAS booking system can be configured to send email via an external SMTP server or relay. This article outlines how to configure MIDAS to send email via Microsoft's Outlook / Live / Hotmail SMTP servers. In order to achieve this a valid Microsoft account is first required.

Update & Test Your Email Settings

The email settings within MIDAS may be accessed via MIDAS Admin Options → Manage MIDAS → Email.

In order to send mail from your MIDAS system via your Microsoft Outlook, Live, or Hotmail account, enter the following settings:

MIDAS Outlook SMTP Server Settings

Replace "[email protected]" with your actual Outlook, Live, or Hotmail email address, and specify the corresponding mail account password. Also, ensure that the "STARTTLS?" option is selected.

Click "SMTP Test" to test the settings you've entered. If all goes well, you'll see a confirmation that a test email was successfully sent.

Troublshooting 535 5.0.0 Authentication Failed errors

Assuming the credentials you supplied were correct when performing an SMTP Test, if you see a "Error: 535 5.0.0 Authentication Failed" or similar error, this is most likely a result of Microsoft blocking external access to your email account from an unknown location or app. In this case, that unknown location or app will be the server where your MIDAS booking system resides.

Along with this error, you may also receive an email or text from Microsoft informing you of "unusual sign-in activity".

To resolve "Authentication Failed" errors when attempting to send email from MIDAS, simply point your browser to https://account.live.com/Activity.

This page will display recent login attempts to your Microsoft account. Those which it doesn't recognize (i.e. from devices/locations you've not logged into from before) will be flagged for your review.

Locate the entry with the IP address matching the IP address of the server where your MIDAS system resides and with the "Browser/application" listed as "SMTP", and click "This was me":

Allow external access to Outlook

This will then grant future access to your MIDAS server to be able to send email via your Microsoft account.

TIP: If you don't see "This wasn't me" / "This was me" buttons and you're using a non-Microsoft browser, try again using Internet Explorer or Edge.

Back in MIDAS, click the "SMTP Test" button once again. If all goes well, you should then see a confirmation that a test email was successfully sent.

Please Note: Microsoft do not permit dynamically altering of the "sender" of emails sent through their SMTP servers. Any email sent via their SMTP servers will always appear sent from the name/email address of your Outlook/Live/Hotmail account. Consequently, the "MIDAS generated emails appear from" setting in MIDAS will be ignored. Instead, emails sent to clients from users within your MIDAS system will all appear sent from the name/email address associated with your Microsoft account, rather than from the name/email address of the user within MIDAS.

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MIDAS » KB » Support » Article 00158

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