Using Classic Outlook on Windows for personal email, calendar, and contact management
Welcome Jane3,
Thank you for providing such a detailed explanation. I understand your concern, especially when some recipients do not receive important messages even though the messages appear in your Sent Items folder.
Word Mail Merge sends an individual email to each recipient through a MAPI-compatible email application, such as Classic Outlook. However, seeing a message in Sent Items does not necessarily confirm that it has successfully reached the recipient’s mailbox. Microsoft’s documentation on this feature: Use mail merge in Word to send bulk email messages
Before proceeding, could you please clarify a few things?
- Which email account are you using as the sender in Classic Outlook? Is it a personal Outlook.com/Hotmail account, Gmail, or another email provider?
- When you send a regular email directly from Classic Outlook to one of the affected recipients (without using Word Mail Merge), does the recipient receive it successfully?
- Have you noticed whether the affected messages remain in the Outbox temporarily before appearing in Sent Items, or do they move to Sent Items immediately?
In the meantime, I suggest trying this simple test:
- Open Classic Outlook and compose a new email manually.
- Send a test message to one recipient who previously reported not receiving your mail merge message.
- Check whether the recipient receives this message and whether you receive any delivery failure notification from the postmaster.
Additionally, Outlook supports delivery receipts for individual messages. You can request one from the message’s “Options” tab by selecting “Request a Delivery Receipt”. Keep in mind that receipt availability depends on the recipient’s email system.
I look forward to your response.