Outlook For Mac The Message Could Not Be Sent Because It Has Unresolved Recipients

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Outlook For Mac The Message Could Not Be Sent Because It Has Unresolved Recipients Average ratng: 7,4/10 1807 votes

There is no indication in Outlook (Mac) that a messages has been marked Confidential in Outlook (PC) or OWA. When Outlook 2011 fails to send a message it stores it in a folder named Outbox. This folder may be a bit hard to find and it is not searched by the Outlook search engine (it is searched by spotlight).

When sending to a group list I have created, I get an 'unresolved recipients' error, the message is not sent and moved to my drafts. I know one of the email address are wrong but I don't know which one. The list is too long for me to test each one individually. Also many of these email addresses are company email addresses so if they leave their company this may just happen again in the future.
More info, I'm connected through an Exchange server. If I use OWA (the Web interface) the email will be sent to everyone and I'll receive an 'undeliverable response' telling me the incorrect email address. Why can't Outlook tell me the wrong email address?
Some trouble shooting Ive done: I created a test group with 1 wrong email address. Then I sent a test email. I have enabled logging and have looked at the (very cryptic) log file. I tried to search for the wrong email address/domain/user in the log file but can't find anything.. So it doesn't appear that microsoft even logs the email that is bad.. Very frustrating. I am trying to fix this on an executive's computer but I've been able to replicate the error on my own computer. I don't want to have to tell the executive he has to use OWA as a work around. I can't believe I'm going to say this but I miss Entourage.

I received an interesting message which I wanted to read later so I’ve let it Unread but now it is gone.

I’ve found out that it was recalled by the sender but I don’t think it should have been for reasons I won’t go into here.

Is there any way I can still get this message back?

Ah, the “Recall This Message” feature… It’s been the topic of many endless corporate discussions about to what extent it is legally allowed to have this feature and how to handle it.

Laws are different in every country so I’ll just stick to a small disclaimer about the feature itself and then show you how you can still get back the recalled message.

Disclaimer: Recall This Message comes without warranty.

The Recall This Message feature isn’t a perfect cover-up and neither was it intended to be.

It is basically just a helpful end-user tool to mask some honest mistakes under the right circumstances. Under the wrong circumstances, it can have the opposite effect as discussed in; Recall a sent message (and why it will probably fail).

In all cases, it leaves a trace!

If you need something that works reliably, there are Exchange level features such as In-Place eDiscovery (Compliance Search) to really clean up a messy situation. This however requires you to talk to your Exchange administrator and/or Compliance Officer as these aren’t end-user features.

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Recover the Recalled message

The Recall feature only works within an Exchange environment and even then there are restrictions to whether it will work or not.

In this case, it worked and this is what happened in the background in a simplified representation;

  1. A special recall message was sent by the sender of the message to find and delete (or replace) the original message in the mailbox of the recipient.
  2. The original message was found in the mailbox of the recipient and was hard deleted (skips the Deleted Items folder), as well as the special recall message itself.

Under the perfect circumstances, the recipient of the message never noticed that this message was received and neither that is has been deleted shortly thereafter.

However, since the message was (briefly) stored within the mailbox and then hard deleted, it would still show up when using the Recover Deleted Items feature;

  • Outlook 2016 / 2019 / Office 365
    Select the Deleted Items folder-> use the link at the top; Recover items recently removed from this folder
  • Outlook 2007 / 2010 / 2013 / 2016 (msi-install)
    tab: Folder-> button: Recover Deleted Items

You’ll now see a dialog with all the Outlook items that have recently been deleted from your mailbox but are still in the Retention Period set for your mailbox. How long this Retention Period is, depends on the chosen settings of your company, but for Office 365 Exchange Online the default is 14 days.

In this dialog, you should see the special Recall message as well as the original message itself. Select the original message, verify that the Restore Selected Items option is selected and press the OK.

The message will be restored either to the Deleted Items folder or the folder that the message was deleted from. Due to synching delays, it may take a minute for it to show up.

Important! Prevent notifying the sender

As you’ve now recovered the message, the recall has actually failed and the sender will receive a Recall Failed notification even when he/she first received the Recall Success notification.

If you don’t want this to happen, select the special Recall message first, select the option “Purge Selected Items” and press OK. You can now recover the original recalled message without notifying the original sender so it will still show that the recall was successful for them.

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