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IOS13 Mail outlook.com duplicate sent items

This has bugged me with MacOS Mail for years, and with iOS13 Mail I now have the problem on the iphone (6s)

I have 4 email accoonts, one icloud account (no problems) and 3 Outlook.com accounts. All 3 now store duplicate sent items in the app.

They are not stored on the server sent folder, and only one copy is received by the recipient.

I have deleted the accounts and added back.

Thete is no setting on webmail to help me.

IOS 11 and 12 did not have this problem though MacOS have had it for years. Its no doubt a Microsoft glitch but only shows up in 13.

Any help, or others testing this would be appreciated.

iPhone 6s

Posted on Sep 21, 2019 10:10 AM

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Posted on Sep 25, 2019 8:33 AM

We are seeing this currently only with corporate mail and iPhone 8+ and older phones running v 13 and 13.1. We deleted the mail profile from 2 devices and reinstalled and the problem came back. We use Exchange 2016 on prem w/ Active Sync and Airwatch MDM.  If a user has an iphone with just personal mail we do not see the problem.   If we add a personal mail account to a corp phone with the double sent problem the personal mail account is fine. The double item is not presented in OWA or Outlook client.


Interestingly when you open the double sent items on the phone - one of the two will then disappear.  (it is always the first of the two that are showing on the phone that gets deleted).  Kind of like the message was staged for sending, and when actually sent in generated a second sent item entry.  Open that first one and it goes away…

 

Now, if you delete the item from Outlook or OWA first, it deletes the 2nd item showing as sent from the phone.  Now go to the first item of the double items sent on the phone and open it and it does not auto-magically delete... Not sure how that helps but at least wanted to put it out there...

301 replies

Oct 30, 2019 5:56 AM in response to mattpeyton

"Besides the double vision in the sent folder the other problem with iOS/exchange mail now is that it doesn’t refresh automatically unless you quit mail and come back to it… I can’t tell you how many emails my team has missed since the new iOS came out – simply because their mail is frozen two hours earlier and they did not notice."


We're also having reports of this with iOS13. A much bigger problem than the duplicate sent items. This e-mail not updating has been more of an intermittent issue, but definitely started with iOS13.

Oct 30, 2019 5:21 PM in response to sm_philly

My experience is similar to sm_philly - as of 13.2, the double sent items are still always there - as before, if I compose a new mail, then one of the sent items disappears if I click on both.


However, before 13.2, reply and forward status would not sync to the server (Outlook webmail) - now it seems to - I get the little arrows on outlook as well as on the phone (it was always fine in the other direction syncing from outlook to the phone).


In terms of having to double delete new mails - for me, that is only necessary if I am quick enough that the read flag does not clear once you open the mail then delete it.


So clearly apple have fixed somethings, but still broken.

Oct 31, 2019 1:36 PM in response to Malper

I have tried everything listed above inc web browser delete on every iOS update. Still fails on iPad and iPhone.


i have also noticed with the latest iOS 13.2, that now when opening an email of you read and want to delete it in under 5 seconds you can’t as the blue unread icon stays out for 5 seconds if you delete it, it will then re present making the total time 5 second and allow it to be deleted.


apple now fail to reply to my dms..

Nov 1, 2019 7:13 AM in response to LD150

Apple contacts did not transfer to my outlook app. But my outlook app has its own contact list.

very disappointed with Apple. Not only is the mail app glitchy, there are other apps that are having new glitches. I had my wife turn off auto update and stay on iOS 12 which continues to work fine. While it is possible to switch back, the lose of other data concerns me.

🤔🤔

Nov 4, 2019 3:13 AM in response to LD150

Since upgrading to IOS 13 sent messages duplicate on my ipad. Interestingly my iphone doesn’t have this problem, (yet!) although upgraded to 13.1.

I am really annoyed that Apple send out these untested updates & treat us as guinea pigs to discover their faults for them.

Apple will continue to lose ground to other manufacturers, unless they employ competent programmers! Perhaps Huawei have stolen all their competent staff???

APPLE STOP ALL FUTURE UPGRADES UNTIL YOU SORT OUT YOUR HISTORICAL MISTAKES!

Nov 4, 2019 10:37 PM in response to sm_philly

same here. updated the ios 13 subversions many times. issue now exists on 13.2

its anoing if you will clean up the sent folders and move the items to subfolders and you have to do the work twice.

if you move the wrong mail its never been moved. only one of the mails is realy a mail. the other one is just a "shadow".


and its only on my business account.

the business account is exchange office365. i didn't think the problem is there.

my private account is an imap mail box. this is working fine on the same phone!


the issue was gone in 13.1.2 and now back on 13.2

Nov 8, 2019 1:43 AM in response to LD150

Disappointing to hear that ios 13.2.2 does not fix. ios 13 apple app with O365/Exchange/outlook.com is just broken. Duplicate sent mails showing, having to delete the same mail twice, and earlier, forward and reply flags not syncing (this latter is fixed I think in ios 13.2, but was an issue earlier).


Given that IOS 12 mail app with MS accounts was rock solid, and given that Outlook app on IOS 13 is also fine, I don't really see how this can be anything other than Apple's responsibility to fix - they can surely work with MS if they need to for technical investigation. IOS 13.2.2 does list a fix for one Exchange specific issue, so clearly there are problems with the IOS 13 mail app when working with MS accounts.

Nov 8, 2019 3:17 AM in response to LD150

Not sure about AOL, but google mail uses, or at least supports and in some cases can be configured to use (depending in part on whether its free gmail or a paid google account I believe), MS ActiveSync as the mail sync protocol - so it makes sense that that would similarly be affected to MS accounts that use the same protocol. Again, the fact that all of these mail accounts from multiple vendors all developed these issues at the time of the IOS upgrade to 13 suggests Apple changed something (and indeed, IOS 12 mail app with the same accounts are still fine). For me, the new mail app in IOS 13 offers nothing new, other than these issues. If I could keep IOS 13 but revert to the IOS 12 mail app, which worked flawlessly for me, that would be great. Please Apple, no need to innovate here - if the app claims ActiveSync support (which it does, by offering Outlook.com as a clickable option when configuring a new account) then just make it work properly, talking to MS if necessary. Duplicate sent items and having to delete mails twice, are obviously bugs.

IOS13 Mail outlook.com duplicate sent items

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