Using Classic Outlook on Windows for personal email, calendar, and contact management
If messages appear in Sent Items but some recipients never receive them and no non-delivery report is returned, the most supported fixes are these:
- Check the recipient address carefully and resend A bad or outdated recipient entry can cause delivery problems even when the message looks sent.
- Remove the recipient from Outlook AutoComplete and type the full address again
This is especially relevant if the problem happens when replying or forwarding, or only for certain people.
- Open a new email.
- Start typing the recipient name/address.
- When the suggestion appears, highlight it without selecting it.
- Select the X next to the suggestion, or press Delete.
- Type the full email address manually and send again.
- If the issue affects only some members of a group email Check whether the addresses shown in the error report or group are correct, and remove any old or invalid addresses from the group.
- Ask affected recipients to check whether the message was filtered or redirected
For missing group mail or mail that seems to vanish, common causes include:
- mailbox rules moving or deleting the message
- the recipient not being a member of the group when the message was sent
- recent group membership changes not yet fully propagated
- for Microsoft 365 Groups, members not being subscribed to receive group messages in their inbox
- If the recipient uses Outlook.com or another provider and there is still no bounce
Common recipient-side causes include:
- invalid email address
- recipient mailbox full
- recipient server issues
- spam filtering or blocklisting on the recipient side
- If a message includes a large attachment, reduce it and resend Outlook.com cannot send attachments larger than 25 MB. Large attachments can also prevent resend options from working in some scenarios.
- If the problem is only in classic Outlook on Windows and sending produces an NDR in replies/forwards
Update Outlook to the fixed build:
- Go to File > Office Account > Update Options > Update Now.
- The reply/forward AutoComplete-related NDR issue was fixed in Version 2403 Build 17425.20146.
- If classic Outlook on Windows shows NDR error 0x80040305 This was fixed in later builds, and the workaround is to reduce nested folders to under 500 and keep folders collapsed.
A practical end-to-end test is:
- send a plain new message with no attachment to one affected recipient
- remove and retype that recipient’s address first
- if sending to a group, verify the member is still in the group and not filtered by a mailbox rule
- if the recipient still gets nothing, ask that recipient to check server-side filtering, mailbox rules, and whether the mailbox is full
- Outlook replies or forwards cause non-delivery error “Your message did not reach some or all of the intended recipients” | Microsoft Support
- Email sent to a distribution group or Microsoft 365 Group doesn't reach the members' inboxes
- Sent email in Outlook.com comes back "delivery failed" | Microsoft Support
- Can't send or receive email in Outlook.com | Microsoft Support
- Failed delivery messages from the postmaster at outlook.com, microsoft.com, or service.microsoft.com | Microsoft Support
- Emails sent using Outlook Desktop results in Non-Delivery Report [0x80040305-0x00000000-0x00000000] | Microsoft Support