Strange Attachment Behavior

asmarks47

New Member
OS Version(s)
  1. Windows
Outlook version
Outlook 365 64 bit
Email Account
IMAP
Operating system::    Windows 11
Outlook version:     Outlook 365
Email type or host:    All hosts/domains

In the past few weeks I've been experiencing very odd behavior with attachments. When I reply to an email in-line (when viewing it in the reading pane) and try to attach an a file from the "Attach File" dropdown list (which I added to the Quick Access Toolbar), the file gets attached to the original incoming email and not the reply. This only happens when the file is chosen from the dropdown list. If I choose "Browse the PC" from the dropdown list and choose a file from the explorer window that pops up it attaches fine. If I Pop Out the reply and then choose a file from the Attach File dropdown list, it also attaches fine. So weird. This happens with all of the email accounts (Gmail, Comcast IMAP, Microsoft Exchange, etc).
 
I was able to repro it from the quick access - but it works as expected from the message tab. (I will report it.)

1743697033713.png
 
Actually, solved it (before reporting it :)) - I added the button to the QAT before hitting reply. If I remove the button and add it after hitting reply, it adds it to the reply.

I don't know if this is a change in behavior or not (since I use the ribbon button).

Will still report it.
 
In the past few weeks I've been experiencing very odd behavior with attachments. When I reply to an email in-line (when viewing it in the reading pane) and try to attach an a file from the "Attach File" dropdown list (which I added to the Quick Access Toolbar), the file gets attached to the original incoming email and not the reply. This only happens when the file is chosen from the dropdown list. If I choose "Browse the PC" from the dropdown list and choose a file from the explorer window that pops up it attaches fine. If I Pop Out the reply and then choose a file from the Attach File dropdown list, it also attaches fine. So weird. This happens with all of the email accounts (Gmail, Comcast IMAP, Microsoft Exchange, etc).

It turns out that for some reason I seem to have two identical versions of Compose Tools tool tabs from which to choose the Attach File (dropdown) command to place on the Quick Access toolbar. Is that normal? After some testing, it seems that the Attach File command from one of them causes the above problem, while that same command from the other Compose Tools tab works fine. Is there a way to remove the "bad" Compose Tools tab?
 
It turns out that for some reason I seem to have two identical versions of Compose Tools tool tabs from which to choose the Attach File (dropdown) command to place on the Quick Access toolbar. Is that normal? After some testing, it seems that the Attach File command from one of them causes the above problem, while that same command from the other Compose Tools tab works fine. Is there a way to remove the "bad" Compose Tools tab?
Actaully the problem resurfaced when I rebooted Outlook. Diane's suggested solution (add the Attach File button to QAT after I hit reply) works until Outlook is restarted and then it appears again. I never had this problem prior to about 3 weeks ago.
 
What is your version and build number?

I added it from All commands - Attach file... - the other one doesn't have the recent files list and opens an explorer
1743703806205.png

It turns out that for some reason I seem to have two identical versions of Compose Tools tool tabs from which to choose the Attach File (dropdown) command to place on the Quick Access toolbar. Is that normal? After some testing, it seems that the Attach File command from one of them causes the above problem, while that same command from the other Compose Tools tab works fine. Is there a way to remove the "bad" Compose Tools tab?

That's normal - one is for the open window, one for reading pane. Second one is reading pane version, I think. It has fewer commands on it.
1743705345554.png
 
What is your version and build number?

I added it from All commands - Attach file... - the other one doesn't have the recent files list and opens an explorer
View attachment 4541


That's normal - one is for the open window, one for reading pane. Second one is reading pane version, I think. It has fewer commands on it.
View attachment 4542

Microsoft® Outlook® for Microsoft 365 MSO (Version 2501 Build 16.0.18429.20132) 64-bit
What is your version and build number?

I added it from All commands - Attach file... - the other one doesn't have the recent files list and opens an explorer
View attachment 4541


That's normal - one is for the open window, one for reading pane. Second one is reading pane version, I think. It has fewer commands on it.
View attachment 4542
Microsoft® Outlook® for Microsoft 365 MSO (Version 2501 Build 16.0.18429.20132) 64-bit
 
It's not the absolute newest, but it's not old either. Installing updates won't fix it - I have Version 2504 (Build 18720.20000 Click-to-Run) and can repro.
And even your fix (putting the "Attach File" command in the QAT after hitting reply), doesn't seem to "stick". In other words when hours later I try to replay to an email and attach a file using that QAT button, most of the time the attachment goes to the original email I am trying to reply to, not the reply itself. This is a very annoying glitch. Thanks for reporting it.
 
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