Using classic Outlook for Windows in business environments
Hi @Edward Spivey,
I hope you’re doing well today.
Based on the information you shared that you are trying to locate the delivery receipt confirmation for an email sent from Classic Outlook for Windows after selecting the Request Delivery Receipt option.
In Classic Outlook, when a delivery receipt is generated, it is automatically sent back to your Inbox by the recipient's mail server as a separate email, with a subject line beginning with "Delivered:" followed by your original email's subject. That said, depending on your account's filtering rules or the recipient's server settings, this confirmation email may have been quietly redirected to another folder or suppressed entirely before reaching your main Inbox view.
To help you check this thoroughly, please follow the steps below:
Scenario 1: If you are an end-user, please try the step below first
1/ Search your mailbox across all Outlook items
- Open Classic Outlook and click into the search bar at the top of the window.
- Then, change the search scope to All Outlook Items so Outlook searches your entire mailbox instead of only the current folder.
- After that, search using the recipient’s email address, the original subject line, or terms such as "delivery receipt" or "delivered.
- In addition, please review your Inbox, Sent Items, Deleted Items, Junk Email, and Archive folders, since the receipt may have been moved or filtered after arrival.
- Reference: Add and request read receipts and delivery notifications in Outlook - Microsoft Support
2/ Review the original sent email for tracking details
- Go to Sent Items and open the original message in a separate window.
- If a delivery receipt has already been received, Outlook can display that information by opening the sent item and selecting Tracking on the message ribbon.
This is particularly helpful because the tracking details may appear there even if the separate receipt message is not immediately visible in the mailbox.
- Reference:
Scenario 2: If you don't have a permission, please contact your IT's administrator to follow this steps below:
1/ Run message trace (admin only)
- Please involve your tenant admin to run a message trace in the Exchange Admin Center (EAC). This will help determine whether the email was ever received by EOP and provide visibility into its delivery status. Run a message trace and view the results in the Exchange admin center in Exchange Online | Microsoft Learn
- If the trace shows no record of the email, it confirms that the message did not reach Exchange and may have been blocked or failed at the connector level.
2/ Review mail flow rules and anti-spam settings
Sometimes, mail flow rules or spam filters may prevent emails from reaching the inbox.
- Go to the Exchange Admin Center.
- Navigate to Mail Flow > Rules and check for any rules that might redirect or block incoming emails.
- Make sure there are no filters or rules targeting the affected user’s mailbox.
If the issue persists after these checks, ask your IT administrator to submit a support request directly to Microsoft Support team.
- They can raise a support ticket by visiting: Get support - Microsoft 365 admin | Microsoft Learn
- In case you do not know who is your IT admin, kindly refer to this article: How do I find my Microsoft 365 admin? - Microsoft Support
As community moderators, we appreciate your understanding that our access to internal development details is limited. Our primary role is to guide users toward the appropriate resources and support channels. While we may not have visibility into deeper backend analysis, we’ll continue doing our best to support you within the scope of our responsibilities.
I hope this information is helpful. Please follow these steps and let me know if it works for you. If you have any updates regarding the issue, please feel free to share them with me.
Thank you for your patience and your understanding. I look forward to continuing the conversation.
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