Created Sent mail mailboxes shows only 'From' address...

For years I have created a Sent mail 'mailbox' On My Mac for all the iCloud sent emails from the past year. Once created I move all the Sent emails for that year to the new folder/mailbox on my Mac. I don't need these too often, but don't want to delete them but they don't need to be taking up space on iCloud.


This has worked great for years. However, since the update to Catalina when I open these mailboxes they show only the 'From' address, not the 'To' address. So I can't tell looking at the list of emails who they were sent to short of opening each one! There is an option to sort the emails by the 'to' address, but the list of emails still only shows me as the sender - no field/column for the 'to' address. Pretty much defeats the purpose of having the mailbox.


If I click on my iCloud 'Sent' mail mailbox (showing recent sent items) the 'to' address is there... but it doesn't show in these other created mailboxes. You used to be able to modify the columns that were displayed, but that option is gone.


Any ideas on how I can modify these mailboxes to show the 'To' address?

Mac Pro

Posted on Jan 18, 2020 10:11 AM

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Jan 21, 2020 10:20 AM in response to Str8aero

Str8aero,


Apologies on our initial misunderstanding of your issue.


It's now understood that when you move items from the original Sent folder, to the On My Mac folder you created, it will display the 'From' address (your email address), as opposed to the 'To' address (recipient's address). However, the email message does appear as expected (showing the recipient address) when viewing the message in the original Sent folder. I was also able to replicate this behavior.


I have two recommendations. I'm experiencing the same behavior, which means it could be expected, however, I don't have a resource to confirm this. With that said, you should leave feedback for the Mail app on macOS Catalina here: Product Feedback - Apple. In addition, you should reach out to Apple Support directly, so further investigation can be done to confirm if this is expected behavior. You can connect with support using this link: Contact - Official Apple Support.



Kindest regards.

Jan 21, 2020 7:12 AM in response to Str8aero

Hi Str8aero,


Thank you for using the Apple Support Communities! I understand you are not seeing the body of the email messages after moving them to a created folder on your Mac. I'd like to help.


I have a few questions to gain more information and isolate the behavior further.


-What type of email accounts do you have set up in Mail on your Mac? i.e. POP, IMAP, Exchange, etc.

-Are all email accounts affected by this behavior, or only certain accounts?


Try these steps, and let me know the results:


-Update your Mac to the latest macOS (if it's not already): How to update the software on your Mac - Apple Support.

-Test in a new user account. This can help isolate if this is a user-specific issue, or a system-wide issue. Here’s how: How to test an issue in another user account on your Mac - Apple Support



Keep me posted. Regards.

Jan 21, 2020 8:17 AM in response to chris_g1

First off, a clarification... you stated " I understand you are not seeing the body of the email messages after moving them to a created folder on your Mac". That is not correct. If I open the email I can see the body just fine. The problem is when I open that mailbox (the one on my Mac that contains all 'Sent' mail items), the list of emails in the mailbox show the 'From' address (which is me) as opposed to the 'To' address. If I open my regular iCloud Sent mail folder, all the emails show the 'To' address. But copying/moving those messages from the iCloud 'Sent' folder to a new mailbox On My Mac, now what I see is only the From address. Clearly if you have a folder/mailbox of sent emails, you want to be able to see who they are 'To', not who they are from - you know they are from you!

I did run a little test this morning... I took one of the 'Sent' emails from the folder on my Mac and copied it back to the iCloud Sent folder. When I opened the iCloud Sent folder and scrolled down to that message it now shows the To address, yet in the On My Mac folder it showed only the from address.

I expect you could test this very easily... in Mail, create a new mailbox on your Mac. Select some emails from your iCloud Sent mail folder and copy them to the newly created folder. Now open that folder... I expect you will see the same thing!


To answer your questions:

The email account is iCloud. I have other email accounts, but I forward all mail to my iCloud account. iCloud is the only one enabled in Mail.


My Mac is at all current software levels. Note that I have two Macs - a Mac Pro and a MacBook Pro... both are current on all software. This same issue occurs exactly the same on both.


I created a new user account, signed in with my iCloud iD. Signed in with the new account, opened mail, created the folder/mailbox on my Mac, copied some emails from Sent mail and it behaves exactly the way my normal accounts function on both my Macs.


I expect this has to do with the changes to the mail app in Catalina where now you cannot select which columns show when viewing a mailbox. But, obviously the normal iCloud Sent mailbox has some parameter set that tells it to show the To address (whereas the Inbox shows the From address)... seems like when you create a new mailbox it must just assume it contains incoming mail as opposed to outgoing mail?

Jan 21, 2020 9:02 AM in response to Str8aero

One other note... regarding my last paragraph above. I had always used 'Classic' view on email in the Mac OS versions prior to Catalina... it is no longer an option in Catalina. You used to be able to select which columns showed in the Mailbox view and you could select to show the To address for Sent mail folders (I think it defaulted to that in the iCloud Sent mail folder.

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Created Sent mail mailboxes shows only 'From' address...

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