This is probably due to your SendConfirm settings to show prompt for is set to External Recipients AND Attachments. You will need to change this to External Recipients Only and you can do this by following the necessary steps below:
Step 1: Log in to the SendGuard Management Console
Step 2: Click on M365 settings
Step 3: Under SendConfirm settings, if Show prompt for is set on External Recipients AND attachments, change this to External Recipients Only.
Step 4: Then click Save.
Article ID: 372, Created: 8/5/2025 at 7:14 PM, Modified: 9/29/2025 at 8:21 PM