iTunes suddenly not syncing with Outlook

This morning iTunes stopped sync'ing my iPhone and iPad with Outlook 2013. Last night, I did a sync with my phone, no issues, and nothing changed in my system between last night and this morning. I block MS Updates.

Both iPhone and iPad are at iOS 13.3.1. iTunes is at 12.10.3.1. It was at 12.10.4 but I downgraded it because I thought that might have been the problem. I uninstalled and reinstalled Outlook and iTunes (using Revo Uninstaller Pro), but the problem persists.

I have been using iTunes with Outlook for probably 6 years now, since I first got an iPhone. Here is the very odd message from iTunes, when I selected the info menu item from the left side menu bar in iTunes.



I called Apple support, but they were no real help. The support person wanted me to use iCloud for sync operations. I have always used a USB cable, never any issues. With iCloud, there was a show-stopper issue for which the support person had no answer. iCloud will sync a maximum of 4094 calendar events and I have over 5000. He told me to remove calendar entries, but I can't do that because I use Outlook in my consulting practice, and I need to have records of past work.

The really weird part is this: This problem is on my desktop system. My laptop has the identical configuration for Outlook and iTunes. But on the laptop, iTunes does detect Outlook.

I don't know how to convince Apple about this problem, because they don't seem to have a remote control capability for Windows, just for the iPhone.

x509 said:

This morning iTunes stopped sync'ing my iPhone and iPad with Outlook 2013. Last night, I did a sync with my phone, no issues, and nothing changed in my system between last night and this morning. I block MS Updates.


Both iPhone and iPad are at iOS 13.3.1. iTunes is at 12.10.3.1. It was at 12.10.4 but I downgraded it because I thought that might have been the problem. I uninstalled and reinstalled Outlook and iTunes (using Revo Uninstaller Pro), but the problem persists.

I have been using iTunes with Outlook for probably 6 years now, since I first got an iPhone. Here is the very odd message from iTunes, when I selected the info menu item from the left side menu bar in iTunes.



I called Apple support, but they were no real help. The support person wanted me to use iCloud for sync operations. I have always used a USB cable, never any issues. With iCloud, there was a show-stopper issue for which the support person had no answer. iCloud will sync a maximum of 4094 calendar events and I have over 5000. He told me to remove calendar entries, but I can't do that because I use Outlook in my consulting practice, and I need to have records of past work.

The really weird part is this: This problem is on my desktop system. My laptop has the identical configuration for Outlook and iTunes. But on the laptop, iTunes does detect Outlook.

I don't know how to convince Apple about this problem, because they don't seem to have a remote control capability for Windows, just for the iPhone.

There is a know issue with Malwarebytes and iTunes. Malwarebytes is working on it and will release a fix soon. Its possible that your issue is part of this. See: https://forums.malwarebytes.com/topi...re-backup-bug/ and https://forums.malwarebytes.com/topi...omment-1356123. You might want to jump on the Malwarebytes forum and post a message about your specific issue to be sure they know that it extends to Outlook/iTunes.

SoFine409,

I cannot begin to thank you enough for your posting. I really depend on my iPhone as "Outlook in my pocket." I sync calendar and contacts. I use IMAP email, so I sync each device or system separately with my ISP's email server.

Once I excluded the folders listed in that thread, my iPhone could sync again and that weird error message is gone, gone, gone.

I happy you're so happy you got your issue fixed

sygnus21 said:

I happy you're so happy you got your issue fixed

Ya.

x509 said:

SoFine409,

I cannot begin to thank you enough for your posting. I really depend on my iPhone as "Outlook in my pocket." I sync calendar and contacts. I use IMAP email, so I sync each device or system separately with my ISP's email server.

Once I excluded the folders listed in that thread, my iPhone could sync again and that weird error message is gone, gone, gone.

Wonderful news. This is really a great forum.

SoFine409 said:

Wonderful news. This is really a great forum.

Totally agree. This is my 100% favorite forum for all things Windows and related topics.