Attachment Issues

Fix Microsoft 365 Scan to Email Sending Without Attachments

Huma Ashraf ChHuma Ashraf Ch Oct 29, 2026 868 views

Question details

Users are experiencing an issue where a scanner successfully sends an email through Microsoft 365, but the scanned document attachment is completely missing.

Fix Microsoft 365 Scan to Email Sending Without Attachments
Product
Microsoft 365
Device & OS
not provided
Scenario
Using a multifunction printer or scanner to send scanned documents to an email address via Microsoft 365 SMTP relay.
Observed behavior
Emails are delivered successfully with no error messages, but the scanned document attachments are stripped or missing from the delivered messages.
Before you start

Ensure your scanner's firmware is fully updated and verify that the Microsoft 365 account used for sending has an active Exchange Online license and sufficient mailbox storage.

Solution 1Recommended

Reconfigure Scanner SMTP and Authentication Settings

Update your scanner's network and email settings to ensure it correctly communicates with Microsoft 365 using the proper SMTP server, port, and SSL/TLS encryption.

Incorrect SMTP configuration is the most common reason for failed attachment delivery. By enforcing correct SSL/TLS protocols, the scanner can properly package and encrypt the attachment for Microsoft 365.

1
Access scanner web interface

Find your scanner's IP address and enter it into a web browser on a computer connected to the same network to access the administration panel.

2
Locate email settings

Navigate to the Network, Email, or Scan-to-Email configuration section within the scanner's web interface.

3
Update SMTP server details

Set the SMTP server address to smtp.office365.com and ensure the port is set to 587 (recommended) or 25.

4
Enable encryption and authentication

Check the box to enable SSL/TLS encryption. Enter the full email address and password of your active Microsoft 365 mailbox in the SMTP authentication fields.

5
Save and test

Save the new configuration settings. Perform a test scan using a single page at a low resolution to verify the attachment is now delivered.

Reconfigure Scanner SMTP and Authentication Settings
Use App Passwords for MFA: If the Microsoft 365 account has Multi-Factor Authentication (MFA) enabled, you must generate and use an App Password instead of the regular account password in the scanner's authentication settings.
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Frequently Asked Questions

Why does my scanner send emails successfully but drop the attachments?

This commonly occurs due to incorrect SSL/TLS configurations on the scanner, outdated scanner firmware, file size limits exceeding the server's maximum message size, or network firewalls stripping the attachment during transmission.

Which SMTP port should I use for Microsoft 365 scan to email?

It is highly recommended to use port 587 with SSL/TLS encryption enabled. This allows for secure, authenticated SMTP submission via smtp.office365.com.

Do I need a specific Microsoft 365 license for a scanner email account?

Yes. If you are using the authenticated SMTP client submission method, the account configured on the scanner must have an active Exchange Online license to send emails and process attachments.

How can I test if the attachment issue is caused by file size?

Scan a very small document, such as a single blank page, at the lowest possible resolution. If the blank page arrives with the attachment intact but larger documents fail, the issue is related to network timeouts or attachment size limits.