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Scenario-based practice

Troubleshooting Scenario Questions

Practise Microsoft 365 Endpoint Administrator MD-102 practice questions — original exam-style scenarios covering every exam domain, with detailed explanations, wrong-answer analysis, and common exam traps.

15
scenario questions
MD-102
exam code
Microsoft
vendor

Scenario guide

How to approach troubleshooting scenario questions

These questions describe a network symptom and ask you to identify the root cause or the correct fix. They appear across all certification exams and reward systematic thinking over memorisation. The best candidates follow a consistent troubleshooting framework even under time pressure.

Quick answer

Troubleshooting Scenario Questions questions test whether you can apply the concept in context, not just recognise a definition.

How the topic appears in realistic exam-style scenarios.

Which detail in the question changes the correct answer.

How to eliminate plausible but wrong options.

How to connect the question back to the wider exam objective.

Related practice questions

Related MD-102 topic practice pages

Scenario questions usually connect to one or more exam topics. Use these links to review the underlying concepts behind the scenario.

Practice set

Practice scenarios

Question 1hardmultiple choice
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You are troubleshooting a Windows 11 device that fails to receive a PowerShell script deployed via Intune. The script is assigned to a group containing the device. Other policies on the device apply successfully. What should you check first?

Question 2hardmultiple choice
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You are troubleshooting a Windows 10 device that is enrolled in Microsoft Intune. The device shows as 'Pending' in the Intune console. The user confirms that the device was enrolled using a provisioning package. Which log file should you review to diagnose the enrollment failure?

Question 3mediummultiple choice
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You are troubleshooting a Windows 10 device that is not receiving required security updates from Microsoft Intune. The device is enrolled and shows as compliant. The update ring policy is assigned to the device. You check the Windows Update for Business logs and see that the deferral period is set correctly. What is the most likely cause?

Question 4easymultiple choice
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A company uses Microsoft Intune to manage Windows 10 devices. Users report that a LOB app deployed as a required install fails to install on some devices. The app is configured with a dependency on another app. What should the administrator verify first?

Question 5hardmultiple choice
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You are troubleshooting a Windows 11 device that fails to install a required application from the Company Portal. The app is assigned as required to the device. The device shows as compliant and has a healthy connection. What is the most likely cause?

Question 6hardmultiple choice
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A company uses Microsoft Intune to manage Windows 10 devices with a hybrid Azure AD join configuration. Users report that they are unable to access corporate resources on their devices. You verify that the devices are enrolled and that compliance policies are applied. What should you check next?

Question 7hardmultiple choice
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Refer to the exhibit. You run the PowerShell command on a Windows 10 device to troubleshoot why a Win32 app did not install. What information does this command provide?

Exhibit

Get-WinEvent -LogName Microsoft-Windows-IntuneManagementExtension/Admin | Where-Object { $_.Id -eq 1001 }
Question 8hardmultiple choice
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You are troubleshooting a Windows 10 device that is not receiving policy updates from Intune. The device shows 'Pending' status in the Intune console. The device is connected to the internet. What is the most likely cause?

Question 9hardmultiple choice
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You have enabled Microsoft Defender for Endpoint on macOS devices. Some macOS devices show a status of 'Sensor disconnected' in the Microsoft Defender XDR portal. The devices are online and can communicate with the internet. Which troubleshooting step should you take first?

Question 10easymultiple choice
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You are troubleshooting an Autopilot deployment where devices are not receiving the expected configuration policies after enrollment. The devices show as enrolled in Intune but are stuck in a 'pending' state for policy application. What is the most likely cause?

Question 11hardmultiple choice
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Your organization uses Windows Defender Application Control (WDAC) to allow only approved apps. After deploying a WDAC policy via Intune, some users report that a critical line-of-business app is blocked. How should you troubleshoot?

Question 12hardmultiple choice
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You are troubleshooting an Intune enrollment issue on a Windows 10 device. The device is Microsoft Entra joined, but the enrollment status shows 'Pending'. What is the most likely cause?

Question 13mediummultiple choice
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A company is using Microsoft Deployment Toolkit (MDT) to deploy Windows 11 to 200 new laptops. The deployment includes applications such as Microsoft 365 Apps for enterprise and a line-of-business (LOB) application. The LOB application requires a specific registry key to be set before installation. You have added a 'Set Registry' step in the task sequence before the application installation step. During a test deployment, the LOB application fails to install. The MDT logs show that the registry key is set correctly, but the application installer still fails. You suspect the application requires a reboot after setting the registry key. The task sequence does not have a reboot step after the registry change. Which step should you add to the task sequence?

Question 14mediummultiple choice
Read the full VPN explanation →

Your organization uses Microsoft Intune for Windows device management. Users report that after a recent update, the company VPN client fails to start. You suspect a driver conflict. Which Intune feature should you use to roll back the problematic driver without affecting other updates?

Question 15mediummultiple choice
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A user has an Android Enterprise fully managed device. The device is enrolled in Microsoft Intune and all policies are applied. However, the user cannot install a required app from the managed Play Store. The app appears in the company portal but fails to install. What should you check first?

These MD-102 practice questions are part of Courseiva's free Microsoft certification practice question bank. Courseiva provides original exam-style MD-102 questions with detailed explanations, topic-based practice, mock exams, readiness tracking, and study analytics.