Microsoft 365 | Monitoring and troubleshooting Microsoft Office 365

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Lab: Monitoring and troubleshooting Office 365

Exercise 1: Monitoring Office 365

Task 1: Send an email to a nonexistent domain

  1. On LON-CL1, on the taskbar, select Microsoft Edge.
  2. Browse to, and then sign in as [email protected], where yyxxxxx is your unique Adatum number, using the password you created in Module 1.
  3. Select Outlook, and then select New message.
  4. In the To text box, type [email protected].
  5. Enter a subject and some body text, and then select Send.

Task 2: Track mail delivery

  1. Wait for the delivery failure message to appear, and select the message.
  2. Note the reason for the failure (“The Domain Name System (DNS) reported that the recipient’s domain does not exist.”).
  3. In the body of the message, select  (Show message history).
  4. Below the text Diagnostic information for administrators:, select the text including the phrase “Generating server” down to “X-OriginatorOrg:” and then press Ctrl+C to copy it to the Clipboard.
  5. Press Ctrl+T to create a new tab in Microsoft Edge.
  6. In the new tab, browse to
  7. On the Microsoft Remote Connectivity Analyzer page, select the Message Analyzer tab.
  8. Under Message Header Analyzer, paste the message, and then select Analyze headers.
  9. Note the diagnostic information and the time taken for the message to be rejected.
  10. Select Clear to reset the Message Header Analyzer.

Task 3: Send an email to a nonexistent user

  1. In Microsoft Edge, select Beth Burke’s Mail tab.
  2. Select New message, and then in the To text box, type [email protected].
  3. Enter a subject and some body text, and then select Send.

Task 4: Track mail delivery using Microsoft Support and Recovery Assistant for Office 365

  1. Start Outlook.
  2. In Edge, open a new tab and navigate to
  3. Select Download now, select Save, and then select Run.
  4. In the Security Warning dialog, select Install.
  5. In the Microsoft Support and Recovery Assistant for Office 365, review the Microsoft Services Agreement and select I agree.
  6. Select Outlook, then select Next.
  7. Select I’m having problems sending, receiving, or finding email messages, then select Next.
  8. Select Yes, then select Next.
  9. Enter the email address [email protected], replacing yyxxxxx with your unique Adatum number, and the password you created in Module 1, then select Next.

It may take several minutes for the tool to sign in.

  1. Under Are you having a problem with a specific message?, select Yes, then select I sent a message, but it wasn’t received, then select Next.

You may need to give permission for the tool to access Microsoft Outlook.
Minimize the tool and in the Microsoft Outlook dialog select Allow access for and then select 5 minutes from the drop-down. Select Allow and then select Microsoft Support and Recovery Assistant for the Office 365 from the task bar.

  1. Under Messages (limited to the past 7 days), select the message to [email protected], then select Next.
  2. Read the resulting message.
  3. Select Next, then select My problem’s not fixed, but the tool helped me figure out how to fix it, then select No.
  4. Select Submit.

Task 5: Analyze mail flow

  1. On Beth’s Mail tab, in the Office 365 portal, select Admin.
  2. In the Microsoft 365 admin center, expand Admin centers, select Exchange, and then select mail flow.
  3. In mail flow, select message trace.
  4. In message trace, next to Sender, select add sender.
  5. In the Select Members dialog box, select Beth Burke, select add, and then select OK.
  6. Under Date range, select Past 24 hours.
  7. Under Delivery status, select Failed, and then select search. Note the messages.
  8. Double-click the message to view the sender, recipient, message size, ID, and IP address information.
  9. Review the message processing events: Receive, Submit, Spam Diagnostics, and Fail for the nonexistent domain, and Submit, Receive, Spam Diagnostics, and Fail for the nonexistent user.
  10. Close the Message Trace window.

Result: After completing this exercise, you should have used the Message Header Analyzer to identify why email failed to deliver and used the Microsoft Support and Recovery Assistant for Office 365.

Exercise 2: Monitoring service health and analyzing reports

Task 1: View Office 365 service health

  1. In the Microsoft 365 admin center, select Home.
  2. Expand Health, and then select Service health.
  3. Select Incidents and review any incidents that appear
  4. Select Advisories, expand any services listed, and review the advisories.
  5. Under A. Datum, select View history.
  6. Select any entry to see further details about incident. Details appear in a new blade.
  7. Close the issue blade.

Task 2: View reports in the Microsoft 365 admin center

  1. In the Microsoft 365 admin center, expand Reports and select Usage,
  2. Select Select a report and under Exchange, select Email activity.

Note: There might be little or no data shown because there is not much mailbox usage in the lab environment.

  1. In the menu to the left, under Reports, select Security & compliance
  2. On the Security & compliance page, note the reports that are available.
  3. In the left navigation menu, expand Admin centers and select Security & compliance.
  4. Expand Reports and select Dashboard.
  5. Select the Sent and received email report
  6. On the Sent and received email report page, select View details table and note the table. Then select View report and note the graph.
  7. Select Dashboard.
  8. Select the Malware detected in email report.
  9. Select Dashboard.
  10. Select the Spam detections report.
  11. Close Microsoft Edge.
  12. Keep the virtual machines running for the next lab.

Result: After completing this exercise, you should have monitored the health of Office 365 services and viewed reports in the Office 365 admin center.


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