MS-102 Deploy and manage a Microsoft 365 tenant Practice Question
You are the Microsoft 365 administrator for a company that uses Microsoft 365 E5. The company has a hybrid deployment with Exchange Server 2019 on-premises and Exchange Online. You need to configure a mail flow rule that adds a disclaimer to all emails sent from on-premises mailboxes to external recipients. The disclaimer must be applied only to messages that originate from on-premises and are sent to external domains. What should you do?
⚠ Common exam trap
The trap here is assuming that on-premises mailboxes are considered 'Outside the organization' in Exchange Online, when in fact they are treated as 'Inside the organization' due to the hybrid configuration.
Answer choices
Why each option matters
Answer the question above first, then reveal the full breakdown to understand why each option is right or wrong.
Correct answer & explanation
✓
Create a mail flow rule in the EAC in Exchange Online. Set the rule to apply to messages sent to 'Outside the organization'. Add a condition 'The sender is located' and select 'Inside the organization'. Add an action to prepend a disclaimer. Enable the rule.
In a hybrid deployment, on-premises mailboxes are considered part of the organization by Exchange Online. Therefore, a mail flow rule in Exchange Online that applies to messages sent to 'Outside the organization' and has a condition that the sender is located 'Inside the organization' will correctly match messages originating from on-premises mailboxes and sent to external recipients. The disclaimer action then adds the required text. This is the standard and most reliable method for applying disclaimers to outbound mail from on-premises senders in a hybrid environment.
Answer analysis
Option-by-option breakdown
For each option: why learners choose it and why it is or isn't the right answer here.
- ✗
Create a mail flow rule in the EAC in Exchange Online. Set the rule to apply to messages sent to 'Outside the organization'. Add a condition 'The sender is located' and select 'Inside the organization'. Add an action to prepend a disclaimer. Then create a second rule that applies to messages sent from on-premises mailboxes using a header condition, and block the first rule.
Why it's wrong here
This approach is overly complex and unnecessary. The first rule already correctly identifies messages from inside the organization (which includes on-premises mailboxes) to outside recipients. Adding a second rule with a header condition and blocking the first rule would not only be redundant but could also prevent the disclaimer from being applied if the header condition is not met. The requirement is simply to apply the disclaimer to messages from on-premises to external, which the first rule achieves without additional rules. This option introduces unnecessary complexity and potential failure points.
- ✗
Create a mail flow rule in the EAC on the on-premises Exchange Server. Set the rule to apply to messages sent to 'Outside the organization'. Add an action to prepend a disclaimer. Enable the rule.
Why it's wrong here
While you can create mail flow rules on-premises, the requirement is to ensure the disclaimer is applied to messages sent from on-premises mailboxes to external recipients. However, in a hybrid deployment, mail flow rules on-premises may not be applied if the message is routed through Exchange Online. Additionally, the scenario implies using Exchange Online rules for centralized management. On-premises rules can be bypassed if mail is sent directly from Exchange Online or if the on-premises server is not in the routing path. The most reliable method is to create the rule in Exchange Online, which sees all mail flow in a hybrid configuration.
- ✓
Create a mail flow rule in the EAC in Exchange Online. Set the rule to apply to messages sent to 'Outside the organization'. Add a condition 'The sender is located' and select 'Inside the organization'. Add an action to prepend a disclaimer. Enable the rule.
Why this is correct
In a hybrid deployment, on-premises mailboxes are treated as 'Inside the organization' by Exchange Online. Therefore, a rule that applies to messages sent to 'Outside the organization' and has a condition that the sender is located 'Inside the organization' will correctly match messages sent from on-premises mailboxes to external recipients. The action to prepend a disclaimer will add the disclaimer to those messages. This configuration meets the requirement precisely and is the standard method for applying disclaimers to outbound mail from on-premises senders in a hybrid setup.
- ✗
Create a mail flow rule in the Exchange admin center (EAC) in Exchange Online. Set the rule to apply to messages sent to 'Outside the organization'. Add a condition 'The sender is located' and select 'Outside the organization'. Add an action to prepend a disclaimer. Enable the rule.
Why it's wrong here
This rule applies to messages sent to outside the organization and from senders located outside the organization. However, senders located outside the organization would be external senders, not on-premises mailboxes. On-premises mailboxes are considered 'Inside the organization' in Exchange Online because they are part of the same Exchange organization in a hybrid deployment. The condition 'The sender is located' with 'Outside the organization' would not match on-premises senders, so the disclaimer would not be applied to the intended messages. This rule would incorrectly target inbound external mail.
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Key term
Mail flow rule
A mail flow rule is a rule set by an email administrator that automatically handles incoming or outgoing messages based on conditions like sender, recipient, or content.
Key term
Microsoft 365
Microsoft 365 is a subscription-based cloud service from Microsoft that combines productivity tools like Office apps with security, device management, and online storage.
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JA
Written and reviewed by Johnson Ajibi, MSc IT Security
Senior Network & Security Engineer · founder of Courseiva
Last reviewed September 2026 · checked against the official Microsoft exam blueprint
This MS-102 practice question is part of Courseiva's free Microsoft certification practice question bank. Courseiva provides original exam-style practice questions with explanations, topic-based practice, mock exams, readiness tracking, and study analytics to help learners prepare for the MS-102 exam.