Problem

When you create a Virtual Office Meeting, the invitation shows up in the end-user's Outlook Junk Folder with the following error message: This sender failed our fraud detection checks and may not be who they appear to be.

Cause

If the email is not spoofed or illegitimate, the cause likely stems from an incorrectly configured Sender Policy Framework (SPF) record. In this case, the IP address of the sender's server or host may not be listed as legitimate.

Microsoft recommends an SPF record be added to your public DNS zone when you add an email domain to your Office 365 tenant. 

Resolution

In order to pinpoint the root cause, analyze the email header to determine SPF configuration.

To analyze the message header

  1. In Outlook, click on the affected email.
  2. Once in the email, click on the Message tab.
  3. Click on the expand icon in the Tags section for Message Options.

  4. Copy the Internet headers.

  5. Go to https://testconnectivity.microsoft.com/.
  6. Copy and paste the email header information into the the Microsoft Remote Connectivity Analyzer to determine root cause.

    Microsoft Header Analyzer
  7. Once the Message Header Analyzer generates results, review the information and consult with your IT professionals on updating your SPF record.