Messages Intermittently Dont Arrive In Sent Items After Sending Successfully

MOutlook

Member
Outlook version
Outlook 2016 32 bit
Email Account
POP3
Hi All,

I don't know how often this happens, as I don't have a way to monitor it (apart from manually checking).

Sometimes messages that are sent, do not end up in the sent items folder in Outlook.

I am using Outlook 2016 (Version 2104 Click-To-Run). POP settings. No recent settings changes).

A couple of days ago, I noticed that messages sent on that day were not in the sent items folder (or anywhere to be found).

I know these were being sent successfully, as some were being replied to.

I figured this may have been due to the number of messages in the main .pst folder (outlook.pst) being too large, so I removed a few years, and also as a precaution, I created a new outlook.pst file, and then copied the messages from the old outlook.pst file to this, and then made the new outlook.pst file the default.

Things seemed to be working after that, however, a message I sent this morning (again it was sent successfully, as it was replied to), has not appeared in the sent items folder. Other messages sent after this one are appearing in sent items OK.

I am not quite sure what to do. At this point it seems to be an intermittent issue.

The fact that it is happening at all is a concern, as one never knows when they will need to refer to a sent message.

There are no Rules setup effecting this (and when the new outlook.pst file was created, existing rules were lost in any case).

Any help, suggestions welcomed.
 

Diane Poremsky

Senior Member
Outlook version
Outlook 2016 32 bit
Email Account
Office 365 Exchange
I figured this may have been due to the number of messages in the main .pst folder (outlook.pst) being too large,
This should not apply, unless your pst is close to 50 GB.

Are you using rules to move sent messages? Are affected messages replies? There is an option to move sent messages into the same folder as the original.
 

MOutlook

Member
Outlook version
Outlook 2016 32 bit
Email Account
POP3
This should not apply, unless your pst is close to 50 GB.

Are you using rules to move sent messages? Are affected messages replies? There is an option to move sent messages into the same folder as the original.
No rules were setup to move sent messages. I have been unable to observe any particular reason for this reported issue.

When I happen to notice that the issue is happening, it seems that restarting Outlook fixes the issue but it does re-occur after a day or so.

The issue appears to affect any type of sent message - both new messages and replies.

I have read of similar reports, but with no solution.

As previously mentioned, it is difficult to diagnose, as you do not know when it is going to happen, and I am not in the habit of checking the sent message, to make sure it has been placed in the sent items folder.

As far as I can establish, every message is being sent successfully and being received by the recipient.

?? Is something happening (or some process taking place) to Outlook before this issue occurs - I have not been able to establish this.
?? Would upgrading to Outlook 2019 (from this 2016) make a difference?
?? Doing an in place report for Office - I have avoided doing this, in case it created new issues or made changes to the email accounts that are already configured.

Current working 'solution' - I have created a second Sent Items folder with different name. Have created a rule for every sent item to be copied to this folder. This will allow me to monitor the issue, and hopefully this second folder will mean that the actual Sent Items folder will no longer be required.
 
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